Vacation rentals in South Bristol

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in South Bristol

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guesthouse in South Bristol

4.98 out of 5 average rating, 344 reviews

Waterfront Guest House on the Maine Coast

Bright open four-season guest house with fantastic view of Jones Cove and the open ocean in beautiful South Bristol, Maine. The guest house offers privacy and independence. The top floor has an open space with kitchen, sleeping area with queen bed, bathroom. The ground floor has a desk, Smart TV, seating area and French doors that open onto a stone patio. Includes Kohler generator, fiber optic wifi, outdoor grill & fire pit. The water is tidal Owner lives on property (150 ft from guest house)

Oct. 28 – Nov. 4

$271 CAD per night

Guest suite in Round Pond

4.79 out of 5 average rating, 107 reviews

Round Pond Crows Nest Brand new and ready for you!

Newly renovated efficiency apartment with exterior entrance. Roomy bed/living room, kitchenette, private bathroom w/ shower. Comfy bed, a table for two looking out at the big maple treetop (with a few hints of the ocean beyond), kitchenette has a bar sink, fridge for your leftovers/bevys, and a microwave to heat them up! It’s on the 3rd floor, so you’ll be getting your workout! Red chairs on the front yard are for guest use- enjoy the fresh air and ocean breeze! Very clean, bright space.

Mar. 22 – 29

$147 CAD per night

Apartment in South Bristol

5.0 out of 5 average rating, 114 reviews

Serenity, Privacy, Clean and Bright

This large studio can be rented by the week only. It is located on a private road in South Bristol. A high ceiling, many windows and skylights give this space a feeling of spaciousness. A short walk takes you to the Damariscotta River. Perfect for artists, writers and those looking for a retreat space. 10 miles away are great cafes, stores, a movie theater, a health food store "better than Whole Foods", a lighthouse and a beautiful beach. Close by are countless spectacular walking trails.

Feb. 4 – 11

$257 CAD per night

Apartment in Edgecomb

4.91 out of 5 average rating, 297 reviews

Sunny Apt in Woods 10 Min to 3 Towns- Dog Friendly

Bright, cozy apartment, surrounded by deep woods, completely separate from our home, w/ its own entrance, yet we are available if you need us. Located between Boothbay, Damariscotta, & Wiscasset, 1 mile from Route 1 and 27, on 13 acres, abutting 100s of acres of preserve land - provides the best of both worlds - peaceful woods, but less than 15 minutes from restaurants, shops & activities, plus, dedicated WiFi /2 Smart TVs. While dogs are welcome we can’t host feline guests due to allergies.

Feb. 5 – 12

$151 CAD per night

Home in Edgecomb

4.99 out of 5 average rating, 119 reviews

Cozy Lodge Meets Mid Century Hideaway

Ah where to begin with my cozy hideaway! If you're looking for a quiet & nurturing space to curl up in and be creative, relax after a day of exploring, or work remotely, this is the home for you. The house sits on 2 acres and is surrounded by trees. The upper floor features two bedrooms, both with casper mattresses, a full bath, and thirteen-foot ceilings. The design of the lower level's living space is warm and inviting; a Maine retreat close to all the amenities The Midcoast has to offer.

Apr. 21 – 28

$267 CAD per night

Guest suite in Woolwich

4.92 out of 5 average rating, 187 reviews

Private Guest Apartment with separate entrance.

Your perfect base for discovering all the wonderful places Midcoast Maine has to offer. Located on a peaceful wooded lot, this one bedroom apartment sits on the ground floor of our 2-story home. Separate private deck entry with parking, comfortable queen bedroom, Wifi; fully equipped kitchenette; spacious bathroom with large jacuzzi tub and separate walk-in shower. Roomy sitting/dining area opens out onto deck with Adirondack chairs; table and grill. Large smart TV. Fast Wi-Fi. Firepit.

Jul. 8 – 15

$166 CAD per night

Cottage in Boothbay Harbor

4.98 out of 5 average rating, 326 reviews

The Cottage at the McCobb House

Freshly renovated inside and out, the cottage is your private Maine camp. Located on an acre and a half of wooded grounds, and surrounded by forest, the cottage feels secluded, but it’s only a mile to the restaurants, shops, and waterfront attractions of bustling Boothbay Harbor. With hiking trails in the Pine Tree Preserve that adjoins the property and the Lobster Cove Meadow Preserve a five minute walk up the road, you can also explore nature and enjoy the solitude of the woods.

Feb. 4 – 11

$246 CAD per night

Apartment in Damariscotta

4.94 out of 5 average rating, 338 reviews

Cottrill House on Damariscotta River # 1

Cottrell House/Studio. Enjoy the mid-coast in down town Damariscotta Maine. Private entrance, off street parking, private bath, living room with mini fridge, microwave and coffee maker. Private back yard with views over the Damariscotta River. Walk to unique restaurants and shops. Rent a kayak or a paddle board right across the street and enjoy the beautiful views of the Damariscotta River. Only, 25 minutes away from Pemaquid Point and Beach. This is non smoking property!

Mar. 14 – 21

$170 CAD per night

Guest suite in Damariscotta

4.93 out of 5 average rating, 149 reviews

Cozy Carriage House in Downtown Damariscotta

Welcome to Damariscotta, Maine! Our carriage house apartment has the rustic, romantic feel of a classic Maine cabin, but is located a short walk from downtown Damariscotta. Guests have a private studio that includes sleeping accommodations, a bathroom, a small kitchen area, and closet space. This is the perfect spot for adventurous travelers who want to explore the Midcoast of Maine like a local or for creative folks to unplug and focus on their craft.

Feb. 5 – 12

$168 CAD per night

Guesthouse in Georgetown

4.9 out of 5 average rating, 136 reviews

Island Alchemy Cottage

Charming cottage on a beautiful island near marina, beaches, restaurants, and hiking trails. Wonderful mid-coast Maine location for lots of possibilities for outdoor adventures, antiquing, visiting art galleries and shops, and enjoying delicious cuisine. The cottage has everything you need for a peaceful getaway. Decorated with natural elements and local art pieces to get you in the mood for this beautiful location.

Jul. 16 – 23

$197 CAD per night

Apartment in Damariscotta

4.92 out of 5 average rating, 253 reviews

Fernald's Backside

Fernald's Backside is a sunny, comfortable 2nd floor apartment , tucked behind S. Fernald's Country Store in the heart of downtown Damariscotta. It features a deck with views of the Damariscotta River and Harbor. A one bedroom apartment with ample living space and full kitchen, it can sleep 5 with a double and single bed and a sleeper sofa. Fernald's Backside is Pet free.

Nov. 30 – Dec. 7

$187 CAD per night