Vacation Rentals By Owner In Damariscotta, ME

$391.99

Loon Call/Pemaquid Lake

Damariscotta, Maine, United States

Lakefront Comfort with Modern Amenities, Spacious Living & Family-Friendly SwimmingbrbrThis beautifully appointed lakefront home offers everything you need for a relaxing and memorable getaway. The open-concept kitchen, living, and dining area is perfect for entertaining, with plenty of natural light and easy flow into the screened porch — a great bonus space for morning coffee or evening conversation.brbrThe modern kitchen is fully equipped and thoughtfully stocked with extras to delight any home cook. Furnishings throughout the home are comfortable and uncluttered, and all beds feature brand-new mattresses to ensure a restful stay.brbrOutside, the expansive waterfront is ideal for swimming and enjoying sunny days by the lake. A shallow entry next to the dock offers safe and easy access for little ones, while the dock itself provides the perfect spot to lounge in Adirondack chairs and soak in the peaceful lakeside views.brbrWhether you're here for a quiet escape or quality time with family and friends, this lakeside retreat has all the comforts and charm you need for the perfect vacation.br*PETS ARE NOT ALLOWED AT THIS PROPERTY*br brbr*Required fees include a refundable security deposit, processing fees, cleaning fee, and a pet fee, if applicable*br*Quality baby/toddler equipment is available for rent upon request. Inventory is limited*

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$664.58

/ Nightly

Private Vacation Home

Victorian with Lawn & Beautiful Water Views.

Damariscotta, Maine, United States

The Yellow House is a magnificent old family summer home overlooking the Damariscotta Harbor, perfect for a classic Maine vacation or family reunion. We welcome guests at The Yellow House from Memorial Day through September and close the summer home for the winter. At any time during the year, guests will have the privacy of being the only guests at the property.brbrThe property has a unique blend of privacy, natural beauty, and convenience. Enjoy a quiet sunset over the water from the large, West-facing porch, steps away from Damariscotta’s charming downtown. brbrA massive sloping lawn flanked by mature trees provide cover for noise and sight-lines creating a sense of seclusion, despite the proximity to town. A quick two minute walk down a quiet side-street provides access to Damariscotta’s restaurants, shops, galleries, and bars, a local movie theater, and a lovely bookstore. Pop out for a coffee and pastries in the morning, grab a lobster roll for lunch, enjoy renowned Pemaquid Oysters and a beer at Schooner Landing in the evening, or take a walk after dinner for an ice cream cone. brbrThe house has wonderful character and has been a gathering place for families for decades. There is a large kitchen/pantry (updated appliances) that opens up to a central sitting room perfect for morning coffee, card games, or relaxing throughout the day as people come and go from the home. There is a large dining room that can seat up to 14 people, open to a living room with a big leather sofa and 4 sitting chairs. The waterfront backyard offers an ideal venue for lawn games: whiffle ball, bocce, and croquet. brbrThe area boasts a long list of summer activities, including kayaking and boating in town, shopping in Damariscotta or nearby Boothbay, lakes, beaches, fishing and golf. Take an easy day trip to Freeport, Camden or Monhegan Island. brbrWe hope you enjoy this relaxing retreat as much as we do.brbrThe house has 7 bedrooms in total and can sleep up to 14 people. brBedroom 1: First floor, king bedbrBedroom 2: First floor, queen bed brBedroom 3: Second Floor, 4 twin beds (bunk bed and two stand-alones)brBedroom 4: Second Floor, king bedbrBedroom 5: Second floor, double bedbrBedroom 6: Second floor, double bedbrBedroom 7: Second floor, queen bedbrbrThere are 3.5 bathrooms.brBathroom 1: First Floor (shower, no tub, new as of 2018)brBathroom 2: Second Floor (tub, no shower)brBathroom 3: Second Floor (shower, no tub)brBathroom 4: First floor (1/2 bath)

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$190.75

/ Nightly

Apartment

Comfort Found Literary Lodging

Damariscotta, Maine, United States

Please read the entire description before reserving your stay and tell us something about yourself. Comfort Found Literary Lodging is a year-round, nightly (min. 2 nights) or weekly alternative to traditional overnight lodging. No smoking (anything), no pets, no children under 13.brIbrWe think of this property as our home away from home and like to know something about those we are inviting to stay. We ask our guest to leave it in the same condition as they found it upon their arrival. Think of it as a friend’s home without the friend home. We are not a hotel or motel. Our guests have exclusive use of this entire top floor, third story apartment .brbrComfort Found Literary Lodging is a fully furnished, two-bedroom (each bedroom with a queen sized bed), river view apartment in a historic New England downtown. Restaurants, galleries, shops, a book store, library, the Lincoln Theatre with films and live performances, and the Damariscotta River Harbor are nearby. brbrPlease note that this apartment is on the third floor with wide stairs, but no elevator. If anyone in your party has a walking impairment, please consider it before booking. A fully time tenant lives on the floor below. We ask our guests to be mindful of heavy footsteps and noise. brbrBase rate $175 night for up to two guests. Extra guests: $25 night for each extra guest up to two for a total occupancy of 4 people. We offer a 10% discount for a seven night stay. Monthly rates available upon request depending on the season. brbrEat in, dine out, or take out in the spacious convenience of the modern kitchen and dining area. Linens and kitchen essentials for four. Furnished with antiques and clean, comfortable furniture. Wi-fi Internet and 42 inch Vizio Smart TV.brbrSelf check-in any time after 3:00 p.m., check-out time: 11:00 a.m. unless prior arrangements are made. We live on the West Coast, but have staff on the premises.brbrAll prices include cleaning service after a guest visits, and rooms come with clean linens and beds made. We do not charge a cleaning fee. We ask that guests pick up after themselves during their visit and leave the dishes washed and put away. We’ll take care of trash/recycleables and the linens after your stay for the next guest.brbrReceipt of your deposit is your acknowledgment that you have read the information on this web site, and you thereby agree to our policies. (See Notes on the Rates page.)brbrWe wish you a warm welcome.brbrJeff Prostovich and Sharon Lovejoy

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$141.7

/ Nightly

Cottage

Steps to Your Private 100 Feet of Lake Front -

Damariscotta, Maine, United States

Welcome to Biscay Pond- an undiscovered peaceful 3 mile lake where you can be the only boat for most of the day (M-F) and just a few more on the weekends. From your own dock you can explore over 28 miles of fresh water lakes and rivers in your canoe or kayak - power boats can navigate Biscay and Pemiquid lakes. This location is a kayak paradise. If the fresh water is not enough you can take a short ride to the ocean and explore the endless miles of ocean rivers and islands. brbrWithin minutes you can drive to Damariscotta for full shopping and entertainment. Minutes in the other direction and you on the ocean.brRelax and just watch the water from the closed in porch or the patio in the front yard or enjoy many water activity.brbrWarning - it's quiet at night- many people have trouble getting out of bed in the morning. Mid coast Maine is a paradise of fresh and salt water lakes and rivers- you could spend a lifetime trying to visit or fish them all.brOwner requires a security deposit. brAnimals (dogs/cats only) must be approved by owner-extra fee.brRental term Saturday-SaturdaybrKeywords: Summer Cottage

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$512.3

/ Nightly

Private Vacation Home

Waterfront home on beautiful Biscay Pond in Maine

Damariscotta, Maine, United States

Owl’s Nest is a bright and airy 2,000 sq ft year round lakefront home with 3 bedrooms, 2 baths, fully equipped kitchen, two decks and a balcony at the water’s edge. With almost 400 feet of private waterfront and mature trees all around, the setting is magical any season. The boat dock, deep water swim platform and a shallow swim area allow guests of all ages to enjoy the lake. Fishing is great! Many good-sized brook trout, brown trout, smallmouth bass and largemouth bass. We are conveniently located near the boat launch (on Biscay Road). Owl's Nest is only 4 miles from Damariscotta Center, where you will find many local shops, restaurants, art galleries, river waterfront activities, town library and more. We love our lake house, and we hope you will enjoy it as much as we do!brbrKitchen amenities: gas range, full size refrigerator, dishwasher, microwave, toaster oven, coffee maker, coffee grinder, electric kettle, blender. Pantry basics for your arrival.brbrHannaford Supermarket is a 5 min drive; Main Street Grocery (local supermarket) and Rising Tide Co-Op (great variety of organic and locally sourced foods) are a 7 min drive from the house. There are many farm stands within a short drive from Owl’s Nest. Farmer’s Market is held every Friday morning in season (5 min drive).brbrBeds: Queen in the Master bedroom on the main floor; Full in the larger second floor bedroom; Twin with Trundle in a smaller second floor bedroom. New mattresses, quality bedding.brbrBathrooms: 1 on the main floor (with shower), 1 on the second floor (with shower). No tubs.brbrOther amenities: Free WiFi, High Speed Internet, 55’ TV with built-in Roku; Heating, Air Conditioning (mini-split AC units in all rooms except for the smaller upstairs bedroom), Gas Fireplace (seasonal); full size Washer and Dryer; Generator (whole house); Iron; Hair Dryer; Board Games, Books & Puzzles; Off-Street Parking; 2 kayaks & 2 stand-up paddle boards.brbrLinens, bedding, towels (bath and swim) are provided.brbrCapacity: 5 guests are welcome (this number includes infants). No more than 4 adults. Not suitable for children younger than 4 years old.brbrSecurity: Outdoor security camera facing the driveway / road.brbrNo animals are allowed anywhere on the property due to health issues with our family. Thank you.brbrNote: We only approve booking request for travelers with at least five reviews from hosts and the overall rating of 5 Stars. If you decide to stay with us, you will be asked to sign our rental agreement & liability waiver documents upon booking.brbrArea Activities brSpring: Kayaking, Fishing, Birdwatching, Hiking; Maine Maple Sunday (4th Sunday of March); Damariscotta Oyster Celebration (early-mid June); Alewife Festival in Damariscotta (late May - early June); Oxbow Brewery’s Newcastle tasting room and brewery tours; Strawberry pick-your-own at local farms (June); Antiquing, Art GalleriesbrbrSummer: Swimming, Fishing, Boating, Kayaking on Biscay Pond; River Cruises and Kayaking on Damariscotta River (8 min away); Lincoln County Community Theatre (8 min away); Pemaquid Beach (ocean) is 20 min away; Hiking (many options within 20 min drive); Union Fair (August 4-9, 2026) is a 30 min drive; North Atlantic Blues Festival (mid-July 2026) and Maine Lobster Festival (July 29-August 2, 2026) are 35 min away; Highland Games & Scottish Festival (mid-August 2026) is 40 min away; Windsor Fair (late August/early September 2026) is 35 min drive; Antiquing, Art Galleries; Farmer’s Market (every Friday morning during season, 5 min drive)brbrFall: Foliage (gorgeous colors!), Kayaking, Boating, Fishing, Hiking, Apple Picking (Biscay Orchard is a 5 min walk from us), Relaxing by the Fireplace; Pemaquid Oyster Festival in Damariscotta (last Sunday in September); Damariscotta Pumpkinfest & Regatta (October 10-12, 2026); Antiquing; Support our local Amish community as you visit farms and country stores in Whitefield (30 min away)brbrWinter: Ice Fishing on Biscay Pond, Snowshoeing, Cross-Country Skiing, Hiking, Relaxing by the Fireplace. Many shops and restaurants in the area are open year round. Winterfest at Coastal Rivers Nature Center. Harbor Lights Festival (first weekend in December). Sleigh rides at Goranson Farm. The Gingerbread Spectacular at Boothbay Harbor. Gardens Aglow at Coastal Maine Botanical Gardens (late November - December, open Thurs - Sun). Also, we are 40 min drive from Camden Snow Bowl, 75 min drive from Blackstrap Hill Ski Area, 80 min drive from Lost Valley Ski Area and 90 min drive from Spruce Mountain Ski Slope & Eaton Mountain. Sunday River, Sugarloaf, Shawnee Peak and Black Mountain are 2 hours 20 min away.

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$327.0

/ Nightly

Apartment

Discover Coastal charm, just a quick 26-min drive away

Damariscotta, Maine, United States

In this quaint town of Damariscota, you'll find a warm and welcoming two-bedroom home perfect for your coastal vacation. As you step inside, you'll be greeted by a fully stocked kitchen, complete with a stove, oven, refrigerator, , microwave, and all the necessary utensils and cookware to prepare delicious meals. Unwind in the comfortable living room, where you can enjoy the smart TV with satellite or cable channels. Refresh yourself with the essentials, including a well-appointed bathroom, towels, and basic toiletries, as well as an iron and board for your convenience. Stay cool or warm with the property's air conditioning and heating, and enjoy the soft, plush linens. NO CLEANING FEE! Venture outside to the fire pit and outdoor play area, where you can relax and take in the fresh coastal air. For the adventurous, the Coastal Maine Botanical Gardens, just a 26-minute drive away, offer a stunning natural escape. Whether you're seeking a cozy retreat or an active exploration of the Maine coastline, our 2-bedroom apartment is the perfect home base for your unforgettable vacation.

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$466.37

/ Nightly

Private Vacation Home

Secret Midcoast Maine - the Napa Valley of Oysters - in a cool Scandi-style home

Damariscotta, Maine, United States

Kick back and relax in the Midcoast by laying on a white sand beach, write your novel, practice yoga on the patio surrounded by woods, eat seafood, visit the quaint shops and restaurants of Damariscotta, or take in all that the 'Napa Valley of Oysters' has to offer, in our calm & stylish space!

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$237

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Condo

Right in town! walk to coffee shops, restaurants and much more!

Damariscotta, Maine, United States

In the picturesque town of Damariscotta lies a snug 1-bedroom condo, ideal for your relaxing coastal Maine vacation. As you step inside, you'll be greeted by a fully stocked kitchenette, complete with a refrigerator, microwave, coffee maker, and all the essentials you need. NO CLEANING FEE! Unwind in the comfort of your own living space, complete with a smart TV and satellite/cable channels, or step outside and enjoy the warmth of the fire pit and the outdoor furniture. Refresh in the well-appointed bathroom, stocked with towels and basic toiletries, and take advantage of the air conditioning or heating to ensure your comfort. Explore the nearby Coastal Maine Botanical Gardens, just a 26-minute drive away, and discover the natural beauty that surrounds you. With free WiFi and a desk for any work you may need to attend to, this property has everything you need for a relaxing and productive stay. Immerse yourself in the tranquility of coastal Maine and create lasting memories in this charming 1-bedroom condo.

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2

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$515.4

/ Nightly

Private Vacation Home

Bestview | 3 Bedroom | Shared Dock

Damariscotta, Maine, United States

Bestview: Serenity and River Vistas in DamariscottabrbrIf your kind of luxury sounds like Maine charm paired with modern comforts and laughter with loved ones, Bestview is the home for you. Many guests return year after year to this contemporary retreat to enjoy the soothing water views, vibrant gardens, and the peaceful atmosphere of a quiet dead-end street. Nestled just minutes from the heart of downtown Damariscotta, this private and lovingly maintained home is filled with thoughtful touches—from a piano for evening music to a game room built for family fun.brbrCharming FeaturesbrPanoramic River Views: True to its name, this home offers stunning vistas of the Damariscotta River from the deck, kitchen, den, family room, and bedrooms.brEntertainment for All Ages: Whether you enjoy a quiet afternoon with board games and puzzles or a spirited match of pool or ping pong, this home is designed for engagement and relaxation.brWater Access: Bring your kayaks! The association dock is just a short walk (two houses away) at the end of the street, providing easy access to the river's brackish waters.brThoughtful Comforts: The master bedroom features air conditioning for those warmer summer nights, and the well-appointed kitchen is ready for everything from quick breakfasts to full family dinners.brOutdoor Living: The spacious deck is the perfect spot for morning coffee, sunset cocktails, or simply curling up with a good book while enjoying the salt breeze.brbrThe owner has filled this home with love and lovely things, creating a true home-away-from-home experience that centers on comfort and coastal beauty.brbrThe Details:brbrMinimum Stay: 4-Night Minimum. Stay for a week or longer to receive a better value on your booking!brbrBEDROOMS: (1) Queen (Master with A/C), (1) Double, (2) Twins.brbrBATHROOMS: 3 Full Bathrooms.brbrDOGS PERMITTED No, this home is not pet-friendly.brbrLINENS & TOWELS INCLUDED Yes, linens and towels are included in your reservation.brbrExplore the RegionbrDowntown Damariscotta: A short drive brings you to historic shops, local bakeries, and one of the best independent bookstores in New England.brWorld-Class Oysters: You are at the source of the world’s most famous oysters. Visit a local oyster farm or enjoy them fresh at a nearby riverfront raw bar.brPemaquid Peninsula: Explore the iconic Pemaquid Point Lighthouse, scramble over the unique rock formations, or spend a day at the white sands of Pemaquid Beach.brKayaking & Hiking: Paddle the river right from the association dock or explore the many nearby land trust trails that highlight the natural beauty of the Midcoast.brbrBook your peaceful riverfront escape at Bestview 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.

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$257.71

/ Nightly

Apartment

Quiet Riverfront getaway to enjoy Midcoast Maine!

Damariscotta, Maine, United States

Hagen’s HollowbrEnjoy the wonderful ambience of this quiet riverfront getaway ideally situated to explore the Maine coast by river or by car. Take in the fresh salt air, listen to the birds sing, enjoy sightings of bald eagles, seals in the cove at high tide, and clammers hard at work, earning a traditional Maine living. brbrThe Spacebr2 BR, 1 BA, sleeps 4brHagen’s Hollow offers all you need for a comfortable stay. This 1,500 square foot space is located on the lower level of the owner's home. It has two bedrooms with queen beds (blow-up mattresses available for extra children) a large, newly renovated bathroom, well-equipped eat-in kitchen, spacious closets, washer and dryer, living room area with TV, stereo and WIFI, a screened in patio with direct riverfront views, outdoor fire pit and grill. brbrThe unit comes equipped with two single kayaks and a double. There is a path close to your entrance where kayaks can be put in (it’s tidal and water/mud shoes recommended) and another put-in area approximately 800 feet away, or about a minute’s walk. Here, you can sit on park benches and enjoy the views of a small island, the local oyster farms (this area is called the Napa for Oysters), or enjoy a glass of wine at the end of the day as you take in the splendid westerly views and gorgeous sunsets.brbrGuest AccessbrGuests can access the unit through the side yard where there is a lit path leading to a private entrance. Please note that there are stairs and a sloping pathway, therefore if you have walking issues or are handicapped, this may not be the property for you. The owners occupy the upper level of the main house, but you will not see them unless you need assistance. brbrNearby Attractions: This location is 1.5 miles from the center of town, an hour north of Portland, a 20-minute drive to Pemaquid Point lighthouse, Boothbay Harbor and Bath; a 40-minute drive to the charming village of Camden, and just two hours to Acadia National Park and Bar Harbor.brbrThe area’s highlights include: lighthouses, Pemaquid Beach, Colonial Pemaquid State Historic Site, lakes and beaches, artists’ galleries, a local movie theater, award-winning restaurants, antiquing, hiking, nature preserves, fishing, birding, Monhegan Island, whale watching, breweries, distilleries, golf courses, farmers’ markets, lobster pounds and oyster farms. There’s something to delight both young and old alike. brIn case you haven’t heard, Damariscotta was recently voted the #1 spot to visit in Country Living’s article, “40 American Towns You Haven’t Heard of but Should Visit ASAP.” brbrbrWe look forward to welcoming you to Hagen’s Hollow. br

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Select Dates for Price

Tree-lined home with screened porch & perfect Midcoast location

Damariscotta, Maine, United States

Nature's NookbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrA wonderful home base for exploring Midcoast Maine, this tree-lined property in Damariscotta offers every comfort of home in a lovely woodland setting. Serene rivers, charming villages, the rocky ocean shore - it's all at your fingertips here.brbrThis two-story home sits a few blocks off Maine Route 1 in Damariscotta, just over two miles from the restaurants, pubs, and conveniences in the heart of town. It's an incredibly central Midcoast location, whether you're hoping to snack on lobster rolls in Wiscasset (11 miles), drive down to the Pemaquid Point Lighthouse (18 miles), or set sail from Boothbay Harbor (19 miles). Rockland, St. George, Rockport, and Camden are all within 25 miles as well.brbrCome home from the day's excursions to relax on the screened porch and light the gas grill for an evening barbecue. There's a well-equipped kitchen with stainless steel appliances to assist, a window-lined dining room where you can sit down to dinner, and a high chair and booster seat provided for your little ones.brbrIn the evenings, kick back on the sofa and stream your favorite movies on the living room's smart TV, or retreat to one of the two desks (in the dining room and the basement) to log onto the high-speed WiFi. Additional features of the house include TVs in the bedrooms, a private washer/dryer, and split AC throughout.brbrTHINGS TO KNOWbrThe fireplace is not available for guest use.brbrParking notes: There is free parking available for 3 vehicles.brbrSecurity camera details: There is camera on the house above the front doorbrbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

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$352.69

/ Nightly

Private Vacation Home

2BR private, lakeside vacation home just 10 mins from Damariscotta town center

Damariscotta, Maine, United States

Nestled in the woods just outside the charming town of Damariscotta, this 2-bedroom vacation home offers a cozy and inviting retreat for your next getaway. As you step inside, you'll be greeted by a fully stocked kitchen, complete with a stove, oven, refrigerator, grill, and all the necessary appliances and utensils to prepare delicious meals. Enjoy your culinary creations at the dining table, or step outside and fire up the grill for an alfresco dining experience. brbrAfter a day of exploring, unwind in the comfortable living room, where you can catch up on your favorite shows with the satellite/cable TV and DVD player. Curl up with a good book from the selection provided, or step outside and take in the stunning lake views from the outdoor furniture. When it's time to retire for the night, you'll find plush linens and cozy heating to ensure a restful sleep.brbrAmenities like free WiFi and a washing machine and dryer make your stay even more convenient, while complimentary kayaks, floating dock, fire pit and beach towels invite you to enjoy the great outdoors. Whether you're seeking a peaceful retreat or an adventure-filled getaway, this Damariscotta vacation home has everything you need for an unforgettable experience.

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$203.97

/ Nightly

Condo

Simple living in Midcoast Maine

Damariscotta, Maine, United States

Simple living here in Midcoast Maine at this peaceful, centrally-located, condo with in ground pool. Kitchen includes built in stainless steel microwave, dishwasher, and refrigerator. Enjoy indoor or al fresco dining on the deck (tables seat 4). A spiral staircase leads to a cozy living area serving as a studio, game room, or 2nd bedroom with Queen Murphy bed. Both levels have decks with seasonal views of the water and amazing sunsets. Riverwalk Trail, behind the property, is a great spot to walk down to the water and kayak.

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4

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Vacation Rentals By Owner In Damariscotta, ME

$391.99

$664.58

$190.75

$141.7

$512.3

$327.0

$466.37

$237

$515.4

$257.71

$352.69

$203.97

Most popular vacation rentals in Damariscotta

$327.00

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