Home Vacation Rentals By Owner In Boothbay, ME

Showing 20 Of 148 Vacation Rentals
Slider Thumb
Exceptional(53)

$541.11

/ Nightly
Private Vacation Home

SALT WATER MAINE COTTAGE WITH DOCK - MINUTES TO BOTANICAL GARDENS

Boothbay, Maine, United States

Morning Star Cottage is the perfect year-round Maine vacation rental! This Victorian custom-built home is situated on a narrow peninsula, affording sunrise and sunset water views from the porches and the third-floor balcony. A small cobble beach can be accessed at low tide for wading, shelling, and sunning. An easy kayak launch from this location provides exploration of the near and distant islands as well as a close look at the seals, loons, and lobster boats which inhabit the surrounding waters.brThe Coastal Maine Botanical Gardens, the largest botanical garden in New England is just 1/2 mile from this home. The CMBG is a horticultural gem and is considered one of the Maine's premier natural attractions.brBeautifully appointed with vintage and antique furnishings, this seaside home comes equipped with every amenity anyone could want for a truly carefree and memorable vacation.brA new deep water dock, shared only with owners' other home next door is now in place! Relaxing on the float, feels just like being in a boat.brbrbrAll of our guests have raved about the accommodations and the spectacular views at our cottage. We choose to inform all of our potential guests that our property is adjacent to a grass and gravel long term parking area. The area is for residents of a small off shore island community called the Isle of Springs. We have been renting Morning Star Cottage for twelve years and have never had a single complaint about it. Everyone who spends time at Morning Star Cottage loves it, and we are confident you will too!brbrFamily Reunions and Special OccasionsbrMorning Star Cottage is located next to Little Dipper Cottage, both of which have fabulous waterfront locations. These homes can be reserved jointly for a fabulous family reunion, anniversay, or birthday celebration.brLittle Dipper Cottage HomeAway Property # is 164329
Bed 3

Bed

Bath 2

Bath

Sleep 9

Sleeps

Slider Thumb

$441.47

/ Nightly
Private Vacation Home

New! Upper and lower decks, central air conditioning, and a fully stocked kitchen!

Boothbay, Maine, United States

Enjoy a relaxing stay at this well-equipped, single-family home offering comfort, privacy, and outdoor living. With two bedrooms, two full bathrooms, and space for up to six guests, this 1,200 sq ft retreat is ideal for families or small groups seeking a peaceful seasonal getaway. Highlights include upper and lower decks, central air conditioning, and a fully stocked kitchen.brbrThis thoughtfully designed home features two bedrooms and two bathrooms. The primary bedroom includes a queen-sized bed with dresser storage, while the second bedroom offers two twin beds with drawer storage. Additional sleeping accommodations allow for a maximum of one extra guest if approved.brbrThe open living and dining area is comfortable and functional, featuring a smart TV with streaming access (Netflix available). WiFi is provided using factory network settings, which can be found on the back of the router located in the cabinet under the TV.brbrOutdoor spaces include both an upper and lower deck, with plenty of room for relaxing. A propane BBQ grill is available on the deck, with extra propane stored in the basement. The yard is private but not fenced.brbrAdditional amenities include central heating and air conditioning throughout the home, plus a supplemental split-unit in the main living/kitchen area. A washer and dryer are located in the basement. A small laptop-friendly workspace with a desk and lamp is available at the top of the stairs.brbrThe home is wheelchair accessible, suitable for children, and offers parking for up to three vehicles. Pets are permitted.brbrThe home is located in a quiet residential area with access to a shared community dock at the end of the cul-de-sac. The dock is accessible via a walking path and is intended for shared use by the community. Water depth at the dock is suitable only for kayaks or small dinghies.brbrPlease note that there is no direct water access from the property itself. The surrounding area is peaceful and well-suited for guests looking to relax and enjoy nature.brbrNotes:br- Dock access is shared community access only and suitable for kayaks or small dinghies; larger boats are not accommodated.br- There is a small, steep drop-off at the water’s edge; guests should use caution at all times.br- The walking path to the dock may be slippery, especially in wet conditions.br- Shampoo is provided; guests should bring any additional toiletries they prefer.br- Maximum occupancy is six guests, with approval for one additional guest at a fee if applicable.brbrIMPORTANT:brInstead of placing a security deposit hold on your card, we include a small, non-refundable $25 damage waiver in the reservation total—so your funds remain available throughout your trip. This Waiver covers damages up to $300.br• Quiet hours are 9:00 PM – 9:00 AM. Please respect our neighbors at all times.br• Maximum occupancy is as shown on the listing. Additional guests are subject to $25/person/night and may result in cancellation if excessive.br• A mandatory, non-refundable damage waiver is included in your reservation total in place of a security deposit. Guests remain responsible for damage exceeding coverage or resulting from negligence or rule violations.br• Pets are not allowed without prior approal and non-refundable pet rent.br• No smoking or vaping anywhere on the property (indoors or outdoors).br• Open flames (fireplaces, fire pits, etc.) require prior written approval.br• No parties, events, or large gatherings without written approval.br• Waterfront/dock use (if applicable) is at your own risk and may require an additional waiver.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb

$485.78

/ Nightly
Private Vacation Home

Private dock on Sheepscot River Minutes from town & Coastal Maine Botanical Gardens!

Boothbay, Maine, United States

This 3 bedroom one and a half bath single level home offers riverfront views with a private dock on the Sheepscot River Minutes from town and the Coastal Maine Botanical Gardens it is ideal for kayaking canoeing and nearby trails Enjoy a fireplaced living room sunroom fully equipped kitchen outdoor dining and a large yard. brbrIMPORTANT:brInstead of placing a security deposit hold on your card, we include a small, non-refundable $25 damage waiver in the reservation total—so your funds remain available throughout your trip. This Waiver covers damages up to $300.br• Quiet hours are 9:00 PM – 9:00 AM. Please respect our neighbors at all times.br• Maximum occupancy is as shown on the listing. Additional guests are subject to $25/person/night and may result in cancellation if excessive.br• A mandatory, non-refundable damage waiver is included in your reservation total in place of a security deposit. Guests remain responsible for damage exceeding coverage or resulting from negligence or rule violations.br• Pets are not allowed without prior approal and non-refundable pet rent.br• No smoking or vaping anywhere on the property (indoors or outdoors).br• Open flames (fireplaces, fire pits, etc.) require prior written approval.br• No parties, events, or large gatherings without written approval.br• Waterfront/dock use (if applicable) is at your own risk and may require an additional waiver.
Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps

Slider Thumb

$678.9

/ Nightly
Cabin

Linekin Log Cabin: Dog-Friendly Log Cabin with Private Deep-Water Dock & Bay Views!

Boothbay, Maine, United States

Linekin Log Cabin: Sunset Views & Deep-Water Access on Linekin BaybrbrA treasured family cabin on Linekin Bay is ready for you to settle in for a truly memorable Maine vacation. This 4-bedroom, 1.5-bathroom cottage (plus a bonus outdoor shower!) is the perfect blend of rustic charm and modern comfort. Built with classic log construction and nestled among the trees, this retreat offers a peaceful atmosphere with front-row seats to spectacular sunset views.brbr________________________brbrCharming FeaturesbrPrivate Deep-Water Dock & Float: Enjoy direct access to the water for swimming, kayaking, or boating. For those visiting in August, a mooring ball is also available for rent!brStunning Sunset Views: West-facing across Linekin Bay, this cabin is ideally positioned for watching the sun dip below the horizon from the comfort of the deck.brSplit Outdoor Living: Choose your vibe! Relax in the fresh air on the open deck or retreat to the attached screened-in porch—perfect for bug-free evening conversations and al fresco dining.brRustic Soul, Modern Comfort: Experience high ceilings and a decorative stone fireplace in the living room, illuminated by natural light from overhead skylights. The galley kitchen is fully equipped, and the main bathroom features a brand-new shower.brIndoor-Outdoor Luxury: Enjoy one of the rare properties that offers both a traditional indoor bathroom and a classic Maine outdoor shower (hot and cold water!) on the north side of the cabin.brbrBringing the pups This cabin is dog-friendly and located near some of the best walking trails on the peninsula!brbr________________________brbrThe Details:brbrMinimum Stay: 4-Night Minimum. Stay for a week or longer to receive a better value on your booking!brbrBEDROOMS: (1) Queen, (1) Full (downstairs), (2) Twins in third bedroom, (1) Twin in fourth bedroom.brbrBATHROOMS: (1) Full bathroom with new shower, (1) Half bathroom (downstairs), (1) Outdoor shower with hot/cold water.brbrDOGS PERMITTED Yes! Up to two adult dogs are welcome.brbrLINENS & TOWELS INCLUDED Yes, linens and towels are provided for your stay.brbr________________________brbrExplore the RegionbrBoothbay Region Land Trust: Explore over 30 miles of pet-friendly trails. These protected areas offer incredible ocean views and are a must-visit for hikers and nature lovers.brOn the Water: Launch your boat from your private dock or explore the rugged coastline of East Boothbay.brBiking the Harbor: If you're looking to cycle, we recommend sticking to the East Side of Boothbay Harbor, where the roads are better suited for bikes than the narrow shoulders of some of the other roads.brClassic Maine Vibe: From the patches of wild daylilies at your door to the smell of salt air on the porch, this is the quintessential Midcoast experience.brbr________________________brbrBook your classic log cabin getaway at Linekin Log Cabin today!brbr________________________brbrCOTTAGE CONNECTION Vacation Rentals. Privately Owned. Professionally Managed. Trusted since 1993. Cottage Connection was one of the first vacation rental companies in the Midcoast region of Maine. Since being founded by Jeff and Audrey Miller in 1993, Cottage Connection has been trusted by homeowners and vacationers alike to connect each family with the perfect vacation cottage.
Bed 4

Bed

Bath 1

Bath

Sleep 7

Sleeps

Slider Thumb
Exceptional(22)

$474.15

/ Nightly
Private Vacation Home

Twin Ponds Waterfront Guest house

Boothbay, Maine, United States

Our Guest House is fully stocked with whatever you will need for a fantastic time in Boothbay Maine. Dine overlooking the Mill Pond or Picnic overlooking Linekin Bay. Relax, kayak or row with your own equipment or rental equipment on either of the beautiful ponds or on Linekin Bay. We are surrounded by 4 bodies of water. Within steps is the public boat launch area for Linekin Bay if you have your own boat. You will surely know you're in Maine staying in this magical and serene location. You will just love the guest house which is an open airy floor plan. There are several of our favorite places and they are local superstars in our book. The East Boothbay General Store which is a lovely brief walk away to some of the most yummy Gourmet delights! Carriage House Restaurant has great local atmosphere, and of course good food. Our main home on the property is 1769 Georgian-style home, accompanied by a large barn & carriage house. This historic home, built by Samuel Montgomery, an early resident and the owner of a saw & gristmill, boasts frontage on Mill Pond plus a 4-acre fresh-water pond. The seven-bay carriage house, built in 2002, derives from regional design and renovated into a stunning residence rental in 2020. We are a three minute car ride from Ocean Point one of the most beautiful areas around for walking, painting and photo taking. 5 minutes drive into the town of Boothbay Harbor full of shops and wonderful restaurants. We are about an hour from Portland, 25 minutes from Wiscasset, 30 minutes to Damerscotta, 45 minutes give or take a few to Camden and about 3 hours from Boston. Please come and visit for a true local Maine experience.
Bed 1

Bed

Sleep 2

Sleeps

Slider Thumb
Exceptional(4)

$630.11

/ Nightly
Private Vacation Home

Five bedroom in United States of America, Boothbay

Boothbay, Maine, United States

Step Back in Time with Modern Comforts: Historic 1820s Farmhouse on Wade PondbrbrWelcome to our beautifully updated 1820s farmhouse, a hidden gem and birdwatchers` dream nestled between the picturesque Adams and Wade Ponds. This historic home initially belonging to the prominent Boothbay Adams family is now available for you to experience its timeless charm. Surrounded by meadows and conservation land, our home offers breathtaking views of nearly private Wade Pond—a place so serene you may never want to leave.brbrA Blend of Vintage Charm and Modern Comforts:brbrOur five-bedroom, three-bathroom home has retained much of its vintage charm while embracing modern amenities. The farmhouse offers two cozy bedrooms with king beds, a third bedroom with twin bunk beds, and a spacious loft with a queen bed, two twin beds, a downstairs bedroom with a twin bed, and a comfy seating area with a TV. For your little ones, we have provided a pack `n play, highchair, toys, books, and more.brbrAfter a day of exploring, unwind in the 1st floor den complete with a 75” smart TV - perfect for family movie nights or catching up on your favorite shows. The fully stocked, newly renovated eat-in kitchen makes meal prep a breeze, whether you’re whipping up a gourmet dinner or simply enjoying a cup of coffee as you take in the pond views. Want to dine al fresco Fire up the propane grill on the large back deck, which also doubles as a second lounge area to soak in the stunning scenery.brbrEndless Outdoor Adventures:brbrThe front yard has a flat grassy area perfect for lawn games, while the outdoor fire pit in the back invites you to extend your evening under the stars. For water enthusiasts, we provide a kayak and canoe to explore Wade Pond right from your backyard or the pristine Adams Pond just across the street. brbrExplore the Best of the Boothbay Region:brbrWhile our home offers a peaceful retreat, adventure awaits just minutes away. Boothbay Harbor with shopping, dining, and sailing is 6 minutes away. Hiking and kayaking options abound in all directions, a canoe and life jackets are available for your enjoyment. Take a 15-minute drive to Hendricks Head Beach for a dip in the ocean, or head to Knickerbocker Lake, just 5 minutes away, for a freshwater swim. The renowned Coastal Maine Botanical Gardens are also nearby, where you can enjoy stunning scenery and marvel at the whimsical giant trolls hidden in the landscape.brbrAfter a day of fun, take a 10-minute stroll down to the Boothbay Tavern for craft beer and delicious food, or stay at home to relax and recharge for your next adventure.brbrKey Features:br- Two bedrooms with king bedsbr- One bedroom with twin bunk bedsbr- One giant loft with a queen bed, two twin beds, and TV & seating areabr- 75” Smart TV in 1st floor den and 50` Smart TV in the 3rd floor loft br- Newly renovated, fully equipped eat-in kitchenbr- Keurig coffee makerbr- Dedicated office space with a deskbr- Three bathrooms with showersbr- Large back deck with stunning views of Wade Pondbr- Outdoor fire pit and lawn gamesbr- Kayak and canoe available for usebr- Baby/children`s items provided (pack `n play, high chair, toys, etc.)br- Parking for up to four carsbr- Dogs allowed upon approval (non-refundable $200 pet fee)brbrbrWhether you`re seeking a peaceful retreat or an adventure-filled getaway, this historic farmhouse is the perfect base for making unforgettable memories. Book your stay today and experience the magic of Meadow Views on Wade Pond!brbrA Sea Maine team member will meet you upon check-in to deliver keys, give a tour of the home, and answer any questions you may have.brbrIMPORTANT:brInstead of placing a security deposit hold on your card, we include a small, non-refundable $50 damage waiver in the reservation total—so your funds remain available throughout your trip. This Waiver covers damages up to $500.br• Quiet hours are 9:00 PM – 9:00 AM. Please respect our neighbors at all times.br• Maximum occupancy is as shown on the listing. Additional guests are subject to $25/person/night and may result in cancellation if excessive.br• A mandatory, non-refundable damage waiver is included in your reservation total in place of a security deposit. Guests remain responsible for damage exceeding coverage or resulting from negligence or rule violations.br• Pets are not allowed without prior approal and non-refundable pet rent.br• No smoking or vaping anywhere on the property (indoors or outdoors).br• Open flames (fireplaces, fire pits, etc.) require prior written approval.br• No parties, events, or large gatherings without written approval.br• Waterfront/dock use (if applicable) is at your own risk and may require an additional waiver.
Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps

Slider Thumb
Exceptional(1)

$637.92

/ Nightly
Private Vacation Home

Unwind by the Bay: Pet-Friendly and Linekin Bay Views!

Boothbay, Maine, United States

Linekin Breeze: Your Coastal Maine RetreatbrbrA historic Maine home overlooking the sparkling waters of Linekin Bay, Linekin Breeze is ready for you to settle in for a memorable Maine vacation. This four-bedroom, two-bathroom home perfectly balances cozy coastal charm with modern, thoughtful furnishings. Its elevated location offers fantastic water views and cool ocean breezes all season long, making it an ideal home base for outdoor adventurers and porch-sitters alike. This home is particularly loved by multi-generational families!brbrCharming FeaturesbrModern Nautical Style: Recently updated with tasteful nautical decor, the interior features comfortable leather armchairs, a large flat-screen TV, and high-quality kitchenware to make you feel right at home.brThoughtful Layout: The first floor offers a cheerful living room, a reading nook, and a galley-style kitchen with brand-new stainless-steel appliances and ample counter space for meal prep.brSpacious Master Suite: The second-floor master bedroom features a king bed, a private sitting area, a mini-fridge, and a small balcony—the perfect spot for a quiet moment overlooking the bay.brOutdoor Living: Dine al fresco on the deck or soak up the sun in the chaise lounges. The covered porch is the ultimate spot for morning coffee while watching local lobstermen pull their traps.brUnique Accents: From the hand-decorated staircase to the historic feel of the architecture, this cottage is full of character and coastal personality.brbrNOTE: Please be aware that the stairs to the second floor are steep, typical of classic Maine cottage architecture.brbrThe Details:brbrMinimum Stay: 4-Night Minimum. Stay for a week or longer to receive a better value on your booking!brbrBEDROOMS: (1) King, (2) Twins, (1) Queen, (1) Twin.brbrBATHROOMS: (1) Full Bath with shower/tub combo; (1) Full with shower only.brbrDOGS PERMITTED Yes! Up to two adult dogs of most breeds are welcome.brbrLINENS & TOWELS INCLUDED Yes, linens and towels are included in your reservation.brbrExplore the RegionbrClose to Trails: Nature lovers are just down the street from the Linekin Preserve and the Burley Loop, two of the region's premier Land Trust trails.brOcean Point: Take a picnic just down the road to Ocean Point for wide-open views of the Atlantic, lighthouses, and passing windjammers.brCoastal Atmosphere: Head into Boothbay Harbor for fresh seafood, unique boutique shopping, and the vibrant energy of the Maine coast.brBeautiful Sunsets: Experience the magic of Linekin Bay sunsets right from your own deck or balcony.brbrBook your stay today and discover the charm of Linekin Breeze!brbrCOTTAGE CONNECTION Vacation Rentals. Privately Owned. Professionally Managed. Trusted since 1993. Cottage Connection was one of the first vacation rental companies in the Midcoast region of Maine. Since being founded by Jeff and Audrey Miller in 1993, Cottage Connection has been trusted by homeowners and vacationers alike to connect each family with the perfect vacation cottage.
Bed 4

Bed

Bath 2

Bath

Sleep 7

Sleeps

Slider Thumb
Exceptional(1)

$190.44

/ Nightly
Apartment

Cozy Boothbay Studio w/ Patio ~ 5 Mi to Harbor!

Boothbay, Maine, United States

Book your next Northeastern getaway at this 1-bath Boothbay vacation rental studio! Spend your mornings sipping coffee on the balcony or patio, relishing the peaceful, tree-lined surroundings. When you’re ready to venture out, explore nearby parks and preserves, visit the Coastal Maine Botanical Gardens, or embark on a journey with Cap'n Fish's Whale Watch. For the history fanatics, don't forget to tour the Boothbay Railway Village Museum on your way home! The Pine Tree State awaits.brbr-- THE PROPERTY --brbrFree WiFi | Washer/Dryer | Furnished Balcony | Picnic Table w/ UmbrellabrbrStudio: Queen Bed, Twin Bed | Additional Sleeping: Pack n' Play, CribbrbrMAIN FEATURES: Smart TV, dining table, ceiling fans, furnished patio, swing set, garden, private yardbrKITCHENETTE: Refrigerator, stove/oven, hot plate, dishwasher, dishware/flatware, cooking basics, spices, Keurig coffee maker (coffee & sugar provided), blender, air fryer, microwave, toaster, toaster oven, high chairbrGENERAL: Window A/C unit, central heating, linens/towels, iron/board, trash bags, paper towels, hair dryer, complimentary toiletries, baby gate (available upon request)brFAQ: Quiet hours (11:00 PM-7:00 AM), homeowner on-site (next door), additional vacation rental on-site, 4WD required in winterbrACCESSIBILITY: 2-story studio, 1 step to enter, 1st-floor twin bedbrPARKING: Driveway (1 vehicle)brbr-- THE LOCATION --brbrSCENIC HIKES & PARKS: Penny Lake Preserve (4 miles), Ovens Mouth Preserves (4 miles), Pine Tree Preserve (5 miles), Barrett Park (5 miles), Gregory Hiking Trail (6 miles), Porter Preserve (6 miles), Ocean Point Preserve (9 miles), LaVerna Preserve (23 miles), Reid State Park (30 miles)brNEARBY ATTRACTIONS: Boothbay Railway Village Museum (0.7 miles), Schooner Lazy Jack Cruises (5 miles), Boothbay Harbor Footbridge (5 miles), Cap'n Fish's Whale Watch (5 miles), Coastal Maine Botanical Gardens (5 miles), Maine State Aquarium (6 miles), Catch22 Sport Fishing (8 miles), Pemaquid Point Lighthouse (26 miles)brNEARBY TOWNS & DAY TRIPS: Wiscasset (8 miles), Damariscotta (11 miles), Bath (18 miles), Portland (52 miles), Acadia National Park (107 miles), Bar Harbor (112 miles)brAIRPORT: Portland International Jetport (55 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: Please observe quiet hours from 11:00 PM to 7:00 AMbr- NOTE: The homeowner lives on-site, in the house next door and may be present during your staybr- NOTE: There is another vacation rental located on-site; other travelers may be present during your staybr- NOTE: Four-wheel drive or all-wheel drive is necessary in the winter months to access the propertybr- NOTE: This 2-story studio requires 1 step to enter; while the twin bed is located on the 1st floor, the kitchen, dining area, remaining queen bed, and full bathroom are located on the 2nd floor and require additional interior stairs to access
Bed 1

Bed

Bath 1

Bath

Sleep 3

Sleeps

Slider Thumb

$158.01

/ Nightly
Condo

Serene, one-bedroom studio apartment on Linekin Bay in East Boothbay, Maine.

Boothbay, Maine, United States

Under new ownership. This SECOND-Story, one-bedroom studio apartment is located at Water's Edge Condominiums provides guests with a cozy retreat to relax after a day of exploring Boothbay Harbor and the mid-coast region. This apartment features thoughtful touches to keep you comfortable while you sleep, enjoy a glass of wine, or sit and take in the beauty of Linekin Bay. What you can count on while staying at Georgia Waterside: a king-sized bed, refrigerator, sink, hot plates, pots and pans, dishes, toaster oven, microwave, coffee machine and mugs, an outdoor grill, deck with seating overlooking Linekin Bay, bathroom with shower, seating for dining or computer work, high-speed internet, smart screen for streaming, loveseat, a guest washer and dryer onsite, an air conditioner for hot days and nights, and outdoor seating for morning coffee as you enjoy the beautiful Maine seaside air. The apartment is in a small, quiet neighborhood of 20 cottages and apartments, all privately owned, on the road to Ocean Point. The property is directly on Linekin Bay with full access to a floating dock, low-tide small rocky beach, and gorgeous views. Bring your kayak and launch it from our shoreline. Throw out a fishing line! Free parking. Whether you're staying for a long weekend, or for a week or more, come enjoy Georgia Waterside in East Boothbay on your next Maine vacation.
Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps

Slider Thumb

$564.6

/ Nightly
Private Vacation Home

The Boathouse by Sea Maine

Boothbay, Maine, United States

Welcome to The Boathouse, a waterfront home in the Ocean Point area. Set directly on the water, it features a private dock, outdoor seating, BBQ, and fire pit. The home sleeps four adults and two children with a king bed upstairs, queen downstairs, plus a daybed and air mattress. Guests have full access to the home and dock. Pets are welcome and no shoes are allowed indoors.brbrIMPORTANT:brInstead of placing a security deposit hold on your card, we include a small, non-refundable $25 damage waiver in the reservation total—so your funds remain available throughout your trip. This Waiver covers damages up to $300.br• Quiet hours are 9:00 PM – 9:00 AM. Please respect our neighbors at all times.br• Maximum occupancy is as shown on the listing. Additional guests are subject to $25/person/night and may result in cancellation if excessive.br• A mandatory, non-refundable damage waiver is included in your reservation total in place of a security deposit. Guests remain responsible for damage exceeding coverage or resulting from negligence or rule violations.br• Pets are not allowed without prior approal and non-refundable pet rent.br• No smoking or vaping anywhere on the property (indoors or outdoors).br• Open flames (fireplaces, fire pits, etc.) require prior written approval.br• No parties, events, or large gatherings without written approval.br• Waterfront/dock use (if applicable) is at your own risk and may require an additional waiver.
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb

$914.22

/ Nightly
Private Vacation Home

The Boathouse & Sea Studio by Sea Maine

Boothbay, Maine, United States

Welcome to The Boathouse & Sea Studio! This spacious waterfront home(s) is located in the Ocean Point area of East Boothbay, Maine. Set directly on the water, the property is an ideal retreat for families or groups seeking a peaceful coastal stay.brbrThe Boathouse accommodates up to 4 adults and 2 children. Sleeping arrangements include a king bed upstairs, a queen bed downstairs, plus a daybed and an air mattress. brbrSea Studio features a California King bed and comfortably accommodates up to two adults. Please note that this is a studio-style accommodation with NO KITCHEN. The property offers wheelchair-accessible entry.brbrGuests have private access to the entire home, the waterfront outdoor areas, and the private dock. Please note that if you are planning to bring your own boat to this property, it is important that you reach out to Sea Maine for approval prior to booking to ensure homeowners have dock space available. brbr- Pet and child friendly ($200 non-refundable pet fee)brbr- No shoes indoorsbrbr- Central heating available; no air conditioningbrbr- No gym, pool, spa, or fireplacebrbrA Sea Maine team member will meet you upon check-in to deliver keys, give a tour of the home, and answer any questions you may have.brbrIMPORTANT:brInstead of placing a security deposit hold on your card, we include a small, non-refundable $50 damage waiver in the reservation total—so your funds remain available throughout your trip. This Waiver covers damages up to $500.br• Quiet hours are 9:00 PM – 9:00 AM. Please respect our neighbors at all times.br• Maximum occupancy is as shown on the listing. Additional guests are subject to $25/person/night and may result in cancellation if excessive.br• A mandatory, non-refundable damage waiver is included in your reservation total in place of a security deposit. Guests remain responsible for damage exceeding coverage or resulting from negligence or rule violations.br• Pets are not allowed without prior approal and non-refundable pet rent.br• No smoking or vaping anywhere on the property (indoors or outdoors).br• Open flames (fireplaces, fire pits, etc.) require prior written approval.br• No parties, events, or large gatherings without written approval.br• Waterfront/dock use (if applicable) is at your own risk and may require an additional waiver.
Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps

Slider Thumb

$352.6

/ Nightly
Apartment

Sea Studio by Sea Maine

Boothbay, Maine, United States

Welcome to Sea Studio, a cozy studio-style retreat in the Ocean Point area of East Boothbay, Maine. Ideal for couples or a small family, the space features a California King bed and can accommodate two adults and one child, with an air mattress available upon request. Guests enjoy private access to the studio and waterfront deck. Please note there is NO KITCHEN on site. Pets are welcome, and no shoes are allowed indoors. brbrIMPORTANT:brInstead of placing a security deposit hold on your card, we include a small, non-refundable $25 damage waiver in the reservation total—so your funds remain available throughout your trip. This Waiver covers damages up to $300.br• Quiet hours are 9:00 PM – 9:00 AM. Please respect our neighbors at all times.br• Maximum occupancy is as shown on the listing. Additional guests are subject to $25/person/night and may result in cancellation if excessive.br• A mandatory, non-refundable damage waiver is included in your reservation total in place of a security deposit. Guests remain responsible for damage exceeding coverage or resulting from negligence or rule violations.br• Pets are not allowed without prior approal and non-refundable pet rent.br• No smoking or vaping anywhere on the property (indoors or outdoors).br• Open flames (fireplaces, fire pits, etc.) require prior written approval.br• No parties, events, or large gatherings without written approval.br• Waterfront/dock use (if applicable) is at your own risk and may require an additional waiver.
Bed 1

Bed

Bath 1

Bath

Sleep 3

Sleeps

Slider Thumb

$1367.26

/ Nightly
Private Vacation Home

New listing! Huge waterfront estate with Dock & Float!

Boothbay, Maine, United States

Escape to this serene waterfront retreat on Barters Island in Trevett, Maine. Set on two private acres overlooking the river, this 4,800 sq. ft. home features eight bedrooms, multiple living spaces, and an in-law suite—perfect for families and groups. Enjoy sunrises over the water, evenings by the firepit, and Boothbay Harbor just minutes away.brbrThe entire home features eight bedrooms and 5.5 bathrooms, comfortably accommodating up to 9 adults and 6 children. Sleeping arrangements include two king beds, three queens, six twin beds and a daybed, as well as a crib. Please note that the in-law suite on the opposite side of the house offers a private king bedroom, full bathroom, and a separate kitchen and living area for added privacy or multi-generational stays.brbrInside, you’ll find a fully equipped kitchen with an electric stove, dishwasher, fridge, freezer, microwave, coffee maker, kettle, and toaster. The home also includes a laundry room, dedicated office, upstairs den, and streaming TV. Central heating and heat/air pumps in select rooms keep the home comfortable year-round.brbrOutdoors, enjoy two acres of private, oceanfront property with a spacious lawn, patio, BBQ grill, firepit, and stunning views of the bay. There’s ample parking for five vehicles.brbrLocated on peaceful Barters Island, the home offers the best of both worlds: serenity and proximity to Boothbay Harbor’s shops, restaurants, and attractions and just a short drive to the famous Botanical Gardens. Fill your days exploring the charming town of Boothbay, visiting the Trevett Store just down the road for a lobster roll, or stroll the local Land Trust trails. In the afternoon, cool off in the river or relax on the dock with a drink in hand. Evenings are best spent grilling on the patio, playing lawn games, and gathering by the firepit for s’mores under the stars.brbrIMPORTANT:brInstead of placing a security deposit hold on your card, we include a small, non-refundable $100 damage waiver in the reservation total—so your funds remain available throughout your trip. This Waiver covers damages up to $1,000.br• Quiet hours are 9:00 PM – 9:00 AM. Please respect our neighbors at all times.br• Maximum occupancy is as shown on the listing. Additional guests are subject to $25/person/night and may result in cancellation if excessive.br• A mandatory, non-refundable damage waiver is included in your reservation total in place of a security deposit. Guests remain responsible for damage exceeding coverage or resulting from negligence or rule violations.br• Pets are not allowed at this property. Unauthorized pets may result in additional fees or cancellation. ADA Compliant Service Animals are permitted.br• No smoking or vaping anywhere on the property (indoors or outdoors).br• Open flames (fireplaces, fire pits, etc.) require prior written approval.br• No parties, events, or large gatherings without written approval.br• Waterfront/dock use (if applicable) is at your own risk and may require an additional waiver.
Bed 1

Bed

Bath 6

Bath

Sleep 14

Sleeps

Slider Thumb
Exceptional(2)

$878.44

/ Nightly
Cabin

Ebb And Flow | 4 Bed, 2.5 Bath

Boothbay, Maine, United States

Ebb and Flow: A Double Cottage Retreat in East BoothbaybrbrLooking for the perfect spot for a family get-together with the ideal balance of connection and privacy Ebb and Flow offers a unique setup: two separate, cozy cottages connected by a large, shared deck. This layout allows for plenty of together time while ensuring everyone has their own space to retreat to at the end of the day. Nestled in a peaceful wooded setting with a path leading directly to a private dock on the Little River, this property is a true East Boothbay gem.brbrCharming FeaturesbrTwo Cottages, One Retreat: Ebb and Flow are always rented together as a single property. You’ll never have to worry about strangers next door—it’s just your group enjoying both spaces.brShared Connecting Deck: The expansive deck between the two cottages is the heart of the home, featuring plenty of space for al fresco dining, relaxing with a book, or playing board games.brWaterfront Access: Stroll along the wooded path to the water’s edge where you’ll find a private dock and float. It’s a spectacular spot to watch the sunrise with your morning coffee or observe the local wildlife.brModern Amenities: Both cottages have been updated with brand-new Smart TVs, allowing you to stream your favorite shows after a day of exploring.brNature at Your Doorstep: The property is surrounded by lush plantings and natural beauty, offering a tranquil atmosphere where you can watch the tides of the Little River.brbrThe Details:brMinimum Stay: 4-Night Minimum. Stay for a week or longer to receive a better value on your booking!brbrBEDROOMS: Ebb: (1) Queen, (2) Bunk Sets (Twin over Double). Flow: (1) Queen, (2) Twins.brbrBATHROOMS: Ebb: (1) Full bathroom with shower only. Flow: (1) Full bathroom with shower only, (1) Half bathroom.brbrDOGS PERMITTED Yes! Up to two adult dogs of most breeds are welcome.brbrLINENS & TOWELS INCLUDED Yes, linens and towels are included in your reservation.brbrExplore the RegionbrGrime’s Cove & Ocean Point: Just a mile away, explore the craggy shoreline, hunt for tide pools, or take a dip from the swim float at the cove.brOutdoor Adventures: Take a guided kayak tour to see the coast from the water or hike the miles of pet-friendly trails at the nearby Boothbay Region Land Trust.brEast Boothbay Favorites: Grab a famous breakfast pizza at the East Boothbay General Store or enjoy a laid-back meal at Lobsterman’s Wharf.brDowntown Boothbay Harbor: Head into town for eclectic shopping, antique hunting, art galleries, and exciting excursions like whale watching or sunset cruises.brbrBook your unique family retreat at Ebb and Flow today!brbrCOTTAGE CONNECTION Vacation Rentals. Privately Owned. Professionally Managed. Trusted since 1993. Cottage Connection was one of the first vacation rental companies in the Midcoast region of Maine. Since being founded by Jeff and Audrey Miller in 1993, Cottage Connection has been trusted by homeowners and vacationers alike to connect each family with the perfect vacation cottage.
Bed 4

Bed

Bath 2

Bath

Sleep 9

Sleeps

Slider Thumb
Exceptional(70)

$315.83

/ Nightly
Private Vacation Home

Spacious and Comfortable Home Next to all the Action!

Boothbay, Maine, United States

Comfortable, spacious, warm and inviting well-stocked New England home with room for eight. Three (3) bedrooms, 5 beds, and 2.5 new bathrooms; this home offers classic features with modern touches.brbrWith nearly 2,500 square feet, this home offers plenty of room and privacy for you and your guests. There is ample private parking. We have window A/C downstairs and in each of the bedrooms. There are just a few hot days in summer.brbrEach of the three bedrooms (located upstairs) have comfortable beds with a queen size bed in the primary, a queen size bed in the second room, and two twin beds in the third room. The primary bedroom has a four poster bed and an en suite bathroom. The upstairs has another full bathroom. All bathrooms are stocked with amenities such as soap, shampoo/conditioner, and body wash.brbrThere is a sofa bed with a Bob-O-Pedi mattress in the downstairs sunroom with a barn door for added privacy. brbrThere is a large eat-in kitchen with all the amenities you could need, including quality pots and equipment for a classic New England lobster boil. We provide a Keurig and a Cuisinart gold filter coffee maker and a coffee grinder. We have a new electric five-burner stove. You can enjoy your meals on the private and large deck facing the back yard which incudes a gas bbq. All bbq equipment is provided, including a spare tank of gas. We provide all basic kitchen amenities including spices, oils, trash bags, foil, plastic wrap, etc.brbrThere are 2 sets of stairs to the upstairs bedrooms, including one directly into the primary bedroom. Additionally, there are two steps on the first floor, one of which is a step up into the kitchen and another step down into the sunken living room. These steps are well marked for your safety.brbrOn one side of the yard, there is a 8 foot deep pool which is fully covered and fenced around the entire permitter. The fence is locked and the pool is not used. There are signs around the pool to not enter. This is for your safety.brbrMinutes to downtown Boothbay Harbor, the Costal Maine Botanical Gardens, quaint restaurants, and lobster shacks!
Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(6)

$386.4

/ Nightly
Private Vacation Home

Recently Renovated Home Minutes from Ocean Point

Boothbay, Maine, United States

Bay Ridge Cottage is in picturesque East Boothbay, just across Ocean Point Road from beautiful Linekin Bay. A short drive down the road is the treasure of the region, Ocean Point, a rare public access to Maine`s spectacular rocky coastline. Residents and guests can walk, run, cycle or drive a lovely 2-mile oceanfront loop called the Shore Road.brbrGuests will find that Bay Ridge Cottage has recently undergone a complete renovation. In addition to the kitchen, dining, living, full bath, and music rooms on the first floor with a beautiful large front porch to enjoy the natural environment!brbrThere are 3 bedrooms and a full bath on the second floor. Bedroom one has a king-size bed, bedroom 2 has a queen-size bed, and bedroom 3 has a queen-size bed and twin bunk beds. Together, the bedrooms can accommodate 6 adults and 2 children. For the fun of it, children (or anyone else) can take advantage of the two roll-away beds (with mattresses) in the bunk house, just across the breezeway from the kitchen. brbrRoughly 100 yards from the house is the entrance to Linekin and Burley Preserves, two adjacent preserves that in total protect 138 wooded acres and 651 feet of waterfront. Here you can hike the nearly 3 miles of trails over a rocky ridge to the Damariscotta River. The trails wind through a forest of old hardwood and pine, and along streams and ponds, from the Linekin Bay side of the peninsula to the Damariscotta side. Virtually all the other Boothbay region’s attractions - Maine State Aquarium, Coastal Maine Botanical Gardens, beaches, boating, and restaurants - are only minutes away.brbrJust a 3 minute drive down Murray Hill Road is Linekin Bay Boat Launch where guests are welcome to launch kayaks or small personal boats. Don`t have a kayak Contact Maine Kayak in downtown Boothbay Harbor and they can deliver a kayak straight to the property.brbrPrivate driveway with space for 3 cars.brbrA Sea Maine team member will meet you upon check-in to deliver keys, give a tour of the home, and answer any questions you may have.brbrIMPORTANT:brInstead of placing a security deposit hold on your card, we include a small, non-refundable $50 damage waiver in the reservation total—so your funds remain available throughout your trip. This Waiver covers damages up to $500.br• Quiet hours are 9:00 PM – 9:00 AM. Please respect our neighbors at all times.br• Maximum occupancy is as shown on the listing. Additional guests are subject to $25/person/night and may result in cancellation if excessive.br• A mandatory, non-refundable damage waiver is included in your reservation total in place of a security deposit. Guests remain responsible for damage exceeding coverage or resulting from negligence or rule violations.br• Pets are not allowed without prior approal and non-refundable pet rent.br• No smoking or vaping anywhere on the property (indoors or outdoors).br• Open flames (fireplaces, fire pits, etc.) require prior written approval.br• No parties, events, or large gatherings without written approval.br• Waterfront/dock use (if applicable) is at your own risk and may require an additional waiver.
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(13)

$354.71

/ Nightly
Private Vacation Home

Charming Waterfront Cottage

Boothbay, Maine, United States

Keepers Cove is located just over the swing bridge on Barters Island. Here, the salty Back River tidal waters meet the Sheepscot River offering lovely views and an abundance of seabird sightings. Seals have also been known to make an appearance. Keepers Cove is very close to nature preserves, walking trails, waterfront vistas, Mill Cove Lobster Pound, Back River Boat Launch, Coastal Maine Botanical Gardens, and is a short drive to the many shops, galleries, and restaurants of Boothbay Harbor.brbrKeepers Cove is a charming 1,078 sq ft waterfront Boothbay cottage with 2 bedrooms on the second floor, 1 1/2 baths (1/2 bath on the first floor), and has been fully updated inside and out. Inside, you’ll find a roomy well-appointed kitchen with custom cabinets, honed granite counters, and stainless steel appliances. This property has a regular drip coffee maker.brbrThere is a winding path to the private waterfront dock -- optimal kayak or small boat launch at high tide. Don`t have a kayak Contact Maine Kayak in downtown Boothbay Harbor and they can deliver a kayak straight to the property.brbrA Sea Maine team member will meet you upon check-in to deliver keys, give a tour of the home, and answer any questions you may have.brbrIMPORTANT:brInstead of placing a security deposit hold on your card, we include a small, non-refundable $25 damage waiver in the reservation total—so your funds remain available throughout your trip. This Waiver covers damages up to $300.br• Quiet hours are 9:00 PM – 9:00 AM. Please respect our neighbors at all times.br• Maximum occupancy is as shown on the listing. Additional guests are subject to $25/person/night and may result in cancellation if excessive.br• A mandatory, non-refundable damage waiver is included in your reservation total in place of a security deposit. Guests remain responsible for damage exceeding coverage or resulting from negligence or rule violations.br• Pets are not allowed at this property. Unauthorized pets may result in additional fees or cancellation. ADA Compliant Service Animals are permitted.br• No smoking or vaping anywhere on the property (indoors or outdoors).br• Open flames (fireplaces, fire pits, etc.) require prior written approval.br• No parties, events, or large gatherings without written approval.br• Waterfront/dock use (if applicable) is at your own risk and may require an additional waiver.
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

Home Most popular vacation rentals in Boothbay