Home Vacation Home Rentals By Owner In Boothbay, ME

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$770.1

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Private Vacation Home

All Decked Out: 5BR/4BA Coastal Retreat with Panoramic Water Views and Shared Dock Access

Boothbay, Maine, United States

NEW FOR 2026!brAll Decked Out: Your Spacious Coastal Retreat in BoothbaybrbrWelcome to All Decked Out, a large and inviting coastal home in Boothbay designed for gathering. This expansive property offers stunning water views and plenty of space for family and friends to connect. With five bedrooms and four bathrooms, this home provides the perfect balance of shared social areas and quiet privacy. Located just a short drive from local attractions, you’ll enjoy peaceful views of Fort Island and the Back Narrows of the Damariscotta River.brbrCharming FeaturesbrMassive Deck Space: The house earns its name from its two impressive decks, one of which runs the entire length of the home. It’s the ultimate vantage point for watching the tide change and enjoying the crisp Maine air.brDock Access: Share a dock with one local lobsterman -- kayak, swim, or go say hello!brRoom for Everyone: Designed to accommodate up to 11 guests, the layout ensures that large families or groups can vacation together without feeling crowded.brCaptivating Vistas: Enjoy panoramic views of the water and the historic Fort Island from both the outdoor living spaces and the large interior windows.brbrThe Details:brMinimum Stay: 7-Night MinimumbrbrBEDROOMS: (1) King, (2) Queens, (5) TwinsbrbrBATHROOMS: (3) Full bathrooms with showers; (1) Full bathroom with a shower/tub combobrbrDOGS PERMITTED No, pets are not allowed at this property.brbrLINENS & TOWELS INCLUDED Yes, linens and towels are included in your reservation.brbrExplore the RegionbrDowntown Boothbay Harbor: A quick 10-minute drive puts you in the center of the action for shopping, dining, and world-class boat excursions.brOcean Point: Just 15 minutes away, you can experience the famous scenic coastal loop and the dramatic rocky shores that define the Maine coast.brFort Island & Back Narrows: Explore the quiet waters of the Damariscotta River right from your backyard, a haven for local birdlife and peaceful paddling.brCoastal Maine Botanical Gardens: You are perfectly positioned for a short trip to see the stunning tidal trails and floral displays of the largest botanical garden in New England.brbrBook your unforgettable coastal retreat at All Decked Out 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 5

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Bath 4

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Sleep 11

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Exceptional(11)

$457.83

/ Nightly
Private Vacation Home

The Lake House by Sea Maine

Boothbay, Maine, United States

Welcome to The Lake House by Sea Maine, a charming, peaceful retreat nestled on the shores of Knickerbocker Lake in beautiful Boothbay, Maine. This cozy, two-bedroom, two-bathroom home offers the perfect getaway for couples, small families, or friends looking to enjoy lakeside living with privacy, tranquility, and scenic beauty.brbrWith sweeping views of the lake from the wrap-around deck, a private dock and float, and plenty of outdoor space for relaxation and recreation, this home is designed for those looking to unwind and enjoy all the natural beauty that Maine has to offer. This house a has a Sony flatscreen TV for streaming and a Cuisinart coffee maker.brbrThis property is a single-floor home 2 bedrooms and 2 bathrooms. Enter this comfortable home through the kitchen and you`ll feel like you`re immediately on the lake. This cozy home has everything you`ll need for a peaceful Maine retreat.brbrThis property offers two kayaks for guest use. Enjoy the beautiful views that Knickerbocker Lake has to offer while watching the many different kinds of birds and other wildlife that live near the lake.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

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Bath 2

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Sleep 5

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$1437.11

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Private Vacation Home

The Cliffs by Sea Maine

Boothbay, Maine, United States

Welcome to your ideal getaway! This spacious 7-bedroom, 2-full and 2-half-bathroom home comfortably accommodates up to 10 guests. Located in a serene neighborhood, this private residence features a well-appointed layout perfect for families or groups.brbrThis home features a well equipped kitchen with updated appliances and a Cuisinart coffee maker. Just off the kitchen is a beautiful large dining room table that can accommodate up to 10 guests. There is a queen bedroom on the first floor with an ensuite bathroom, as well as an additional 1/2 bath. Another queen bedroom is located on the second floor, as well as 4 single beds and an additional 2 singles in the charming bunkhouse. brbrRelax in the nice yard with a patio area, perfect for outdoor dining or lounging. The cozy screened in porch area has incredible views and provides a cheery, bright atmosphere. After a day at the beach, rinse off in the outdoor shower. This beautiful home has a dock, float and mooring access. brbrThis home combines comfort, convenience, and fun, making it the perfect retreat for your next vacation. Book now and make lasting memories!brbrIf you`re up for an adventure, within walking distance of the house there is a Boothbay Region Land Trust walking path to explore. This property is just a quick drive to Ocean Point, one of Boothbay`s most beautiful spots. Just minutes away is The Carriage House, a delicious dining spot serving fresh seafood and more.brbrBoothbay Harbor is just a 7-minute drive away and features delicious restaurants and charming local shops.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 7

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Bath 4

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Sleep 10

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$376.59

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Private Vacation Home

Charming cottage on the beautiful Sheepscot River!

Boothbay, Maine, United States

Welcome to Bord de L’eau, a peaceful waterfront cottage tucked along the quiet shoreline of the Sheepscot River in the heart of Midcoast Maine. True to its name — meaning “Edge of the Water” — the home sits close to the river’s edge, where gentle tides, passing sailboats, and glowing coastal sunsets create a calm rhythm that defines life in this part of Maine. brbrStep inside to a warm and welcoming interior that reflects the simple charm of a traditional Maine cottage. Built in the 1970s and surrounded by trees, the home embraces a cozy, relaxed atmosphere where natural light fills the rooms and windows frame peaceful views of the surrounding landscape.brbrThe living room offers a comfortable place to unwind after a day exploring the coast. Settle into the seating area with a movie on the Smart TV, read a book, or simply enjoy the quiet stillness of the wooded surroundings. The space invites slow evenings and easy conversation — the kind of moments that define a true Maine getaway.brbrThe kitchen provides everything needed to prepare meals during your stay, including a stove, oven, microwave, refrigerator, and essential cookware. Whether you`re making a quick breakfast before a coastal adventure or preparing dinner to enjoy back on the deck, the space is designed for simple, relaxed cooking.brbrThe cottage comfortably sleeps guests with a king bed in the first-floor bedroom, a full bed in the upstairs bedroom, and a full bed in the loft area upstairs with a shared dresser/closet area, making it an excellent retreat for couples, families, or small groups looking to enjoy the Maine coast together. The upstairs bedroom offers a window AC as well as the downstairs master bedroom. The home also includes one full bathroom, maintaining the simplicity and practicality of a classic waterfront retreat.brbrOutside, the new riverfront deck becomes the heart of the home. From here, guests can enjoy quiet mornings with coffee as mist rises from the river, watch boats drift along the tidal waterway, or settle in during the evening as the sky glows with the vibrant colors of sunset over the Sheepscot River.brbrThe property sits within a peaceful waterfront community, and guests also have access to shared amenities including a tennis court, pickleball court, and dock and float, offering additional ways to enjoy the surrounding water and outdoor space.brbrGuests have access to the entire cottage during their stay.brbrGuests also have access to shared community amenities including a tennis court, pickleball court, and dock and float.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

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Bath 1

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Sleep 6

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Exceptional(7)

$306.09

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Private Vacation Home

Experience this stylish and unique stay just 8 minutes from Boothbay Harbor.

Boothbay, Maine, United States

Experience everything coastal Maine has to offer with this stylish and unique stay located just 8 minutes from Boothbay Harbor. This peaceful retreat sits at the end of Wiley Pond across from the fish and game club, circled by oak and maple trees. You can enjoy out-the-door access to wooded trails while also being located 5 minutes from the Coastal Maine Botanical Gardens and the Boothbay Golf Course. Take a short drive downtown, and you can find yourself enjoying a meal with ocean views.brbrNewly built, modern design, this home sits on the end of Wiley Pond with two other dwellings both built by your host and family. The Pond is serene and private, nice for canoeing however no swimming recommended. The sauna is included with your stay and instructions are in the information book. While visiting feel free to enjoy the trails behind and around the property being mindful of neighbors and wildlife.brThis rental is located within a residential community. We ask that you are respectful of the neighbors! brbrWe welcome you to enjoy the outdoor space, however please be respectful of the nature, and clean up any trash, and take note of the quiet hours.brbrNo pets, parties, or events, please!brbrBefore you leave:brbrPlease remove trash and recycling from the home and place them in the provided trash and recycling bins found outside. brbrIf you have dirty dishes, please place them in the dishwasher and start it! brbrBathing suit is required for the sauna, please.
Bed 2

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Bath 1

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Sleep 6

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$1949.71

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Private Vacation Home

Ocean Point Boothbay Luxury Home|5BR |4.5BA|Sleeps 12

Boothbay, Maine, United States

12 Guests | 5 Bedrooms | 4.5 Bathrooms brbrDiscover your dream Maine getaway at this brand-new 5-bedroom, 4.5-bath luxury home in Ocean Point, Boothbay. Set between rugged rocky coastline and serene pine forests, this coastal escape offers sweeping ocean views, expansive decks, and designer interiors ideal for families, groups, or romantic retreats.brWith every detail crafted for comfort and style, this home is more than a rental—it’s a destination. brbrStep into a space where comfort meets coastal elegance, flooded with bright, natural light. The heart of the home is the vaulted living room, centered around panoramic views of the Atlantic Ocean. The open-plan layout flows into a gourmet kitchen and spacious dining area, perfect for memorable meals.brbrThis home is designed for both relaxation and productivity, featuring:brbr• Gourmet Kitchen: Fully equipped with double Thermador ovens and a Sub-Zero refrigerator, perfect for cooking or hiring a private chef.brbr• Five Spacious Bedrooms: All with maple wood floors. The master suite includes a private balcony, and several rooms offer direct deck access and ocean views.brbr• Multiple Workspaces: A designated office room and five desks provide ample space for remote work or study.brbr• Expansive Decks: Furnished decks on both levels with soft seating and sun loungers for al fresco dining, relaxing, and watching the sunset.brbr• Entertainment: Enjoy your favorite music on the first-floor Sonos sound system.brbr• Large Yard: Features Adirondack chairs, cornhole, and croquet, perfect for evening bonfires.brbr• Outdoor Amenities: A gas BBQ grill for cookouts and an outdoor shower with a private dressing area.brbrGuests will have full and private access to the entire home and property. This includes all five bedrooms, 4.5 bathrooms, the gourmet kitchen, expansive living areas, multiple outdoor decks, and the large yard with all its amenities. Check-in is simple and convenient with a secure keypad for self-guided entry, allowing you to arrive at your leisure.brbrWe respect our guests` privacy but are available to ensure you have a five-star stay. We can be reached via phone or message for any questions or local recommendations. We also offer optional concierge services and can assist with arrangements, but we will not be present at the property during your stay unless requested.brWe are so happy to host you and want your stay to be safe, comfortable, and memorable. To help everyone enjoy the home and neighborhood, please take note of the following:brbrNo Smoking or Vaping: For the comfort and safety of all guests, smoking and vaping are not permitted anywhere on the property.brbrPet-Free Home: This is a pet-free home, allowing us to maintain a fresh, clean, and allergy-friendly environment for everyone.brbrAge Requirement: Guests booking the home must be 25 or older. The person booking the home should also be present during the stay.brbrNo Large Events or Parties: While we love gatherings, large events and parties are not permitted.brbrEating Areas: To keep the home tidy and fresh, please enjoy snacks and meals in the kitchen, dining area, or outdoor veranda. Please do not bring food into bedrooms.brbrQuiet Hours: Quiet hours are from 10 PM to 8 AM to ensure restful nights for all.brbrFireplace Use: The stone fireplace is decorative only and cannot be used, in compliance with insurance requirements.brbrThank you for respecting our home and helping us create a safe, welcoming space for all guests. We hope you enjoy every moment of your Maine coastal escape!
Bed 5

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Bath 4

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Sleep 12

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Exceptional(8)

$1328.24

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Private Vacation Home

Breathtaking Oceanfront Estate

Boothbay, Maine, United States

**For June 15 through September 21 check in and check out must be on Sunday**brbrExperience coastal Maine and all that it has to offer from this luxurious waterfront home with views from every room. The estate is located in East Boothbay on Linekin Bay with sunsets that will captivate you. Take in the view from the sprawling lawn, wrap around deck, bedroom balconies, and screened porch. The sea air, sounds, and the changing tides will fill your senses from every room. The expansive lawn is a wonderful place to play games.brbrThis is also a great place for a swim. There are steps to a tidal beach by the dock. It's another great place to take in the view, explore what the tide has brought in, or enjoy a swim in Linekin Bay. Mooring is available for a boat.brbrInside you will find beautifully hand crafted wood cabinetry and floors, a state of the art gourmet kitchen, spacious living area, first floor master bedroom suite, four additional bedrooms and two bathrooms on the second floor. The spacious walk out basement offers another great place to relax along with a queen bed.brbrConveniently located a mile from the East Boothbay General Store and Carriage House Restaurant and 4 1/2 miles from downtown Boothbay Harbor. This retreat is perfect for summer memories that are sure to be treasured forever.brbrbrWe are available 24/7 during your stay.brbrAmazing views, a large lawn and beautiful gardens. Private and not close to other homes.brbrbrYou will need a car to get to town, just 8 minutes or so.brCourtesy quiet hours start at 10 p.m. per local ordinance.brSmoking is NOT permitted anywhere on the property.brFires are not allowed in the fireplaces.brbrReach out if you have any questions!
Bed 6

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Bath 4

Bath

Sleep 12

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$766.08

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Private Vacation Home

OJIBWA COTTAGE | PET FRIENDLY | 3 Bed, 2 Bath

Boothbay, Maine, United States

Ojibwa Cottage: Contemporary Charm and Sunrise Views in East BoothbaybrbrOjibwa Cottage, affectionately known by its owners as Sojstuga (The Sea Cottage), is a beautiful contemporary retreat located at the mouth of the Damariscotta River. Perched on a knoll in East Boothbay, this newer shingled cape-style home offers an airy, open-concept living experience with breathtaking panoramic views of the water where the river meets the Atlantic Ocean.brbrCharming FeaturesbrSpectacular Sunrise Views: Sitting up on a knoll, this cottage offers some of the finest sunrise views in the region, looking out toward Bristol and the open sea.brModern Comforts: The home features beautiful hardwood floors throughout, radiant heat for cooler mornings, and a clean, neat atmosphere that feels light and bright.brExpansive Outdoor Living: A large wrap-around deck on the main level comes equipped with a picnic table, patio furniture, and a grill—perfect for outdoor dining. The master bedroom also features its own private balcony with ocean views.brWater & Dock Access: Guests have access to the Little River Community dock and float nearby. This protected area is an ideal launching point for kayaking and boating adventures.brFlexible Living Spaces: In addition to the three bedrooms upstairs, the main floor includes a study with a full-size futon, providing extra space for relaxation or sleeping.brRelaxing Amenities: The second-floor bathroom features a jetted tub, offering a spa-like retreat after a day of exploring the Maine coastline.brbrNOTE: Looking for a quiet walk You can access scenic Boothbay Region Land Trust trails within a short walk of the cottage. Please note that while there is water access at the property, the path is steep and may not be suitable for everyone.brbrThe Details:brbrMinimum Stay: 7-Night Minimum (June–September); 4-Night Minimum in the Fall. Stay for a week or longer during the Fall to receive a better value on your booking!brbrBEDROOMS: (1) Queen (Master with balcony), (1) Double, (1) Twin. (Plus a full-size futon in the first-floor study).brbrBATHROOMS: (1) Full bathroom with shower and jetted tub, (1) 3/4 bathroom with shower.brbrDOGS PERMITTED Up to two adult dogs are welcome!brbrLINENS & TOWELS INCLUDED Yes, linens and towels are included in your reservation.brbrExplore the RegionbrCoastal Hiking: Take advantage of the nearby Land Trust trails for peaceful, pet-friendly walks through the woods and along the shore.brKayaking & Boating: Use the association dock to explore the mouth of the Damariscotta River and the rugged coastline of East Boothbay.brOcean Point: A short drive away, visit Ocean Point for spectacular oceanfront views and some of the most scenic walking spots in New England.brDowntown Boothbay Harbor: Just shy of 10 minutes away by car!brbrBook your sunrise escape at Ojibwa Cottage 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 3

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Bath 2

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Sleep 6

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