South Bristol vacation rentals

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Top-rated vacation rentals in South Bristol

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

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Guest favorite

Guesthouse in South Bristol

4.98 out of 5 average rating, 345 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)

Sep 26 – Oct 3

G$37,787 GYD per night

Guest favorite

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.

Sep 24 – Oct 1

G$22,046 GYD per night

Guest favorite

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.

Apr 8 – 15

G$33,505 GYD per night

Guest favorite

Apartment in Edgecomb

4.91 out of 5 average rating, 298 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.

Oct 2 – 9

G$21,229 GYD per night

Guest favorite

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.

May 27 – Jun 3

G$19,634 GYD per night

Guest favorite

Cottage in Boothbay Harbor

4.98 out of 5 average rating, 327 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.

Oct 24 – 31

G$34,260 GYD per night

Guest favorite

Apartment in Damariscotta

4.94 out of 5 average rating, 339 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!

Apr 11 – 18

G$22,065 GYD per night

Guest favorite

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.

Sep 12 – 19

G$22,859 GYD per night

Guest favorite

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.

Aug 4 – 11

G$25,970 GYD per night

Guest favorite

Apartment in Damariscotta

4.92 out of 5 average rating, 254 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.

Dec 11 – 18

G$24,478 GYD per night

Guest favorite

Apartment in Boothbay

4.96 out of 5 average rating, 259 reviews

Sunnymeade

Centrally located close to Boothbay Harbor, East Boothbay and Southport Island. Coastal Maine Botanical Gardens, Boothbay Region Land Trust's 26 hiking trails, Boothbay Railroad Village with live steam train rides and much, much more are great spots to visit.

Sep 23 – 30

G$21,254 GYD per night

Guest favorite

Home in Edgecomb

4.95 out of 5 average rating, 403 reviews

Sheepscot Harbour Cottage/waterview

Well maintained two bedroom (K&Q) cottage/wooden beams in Sheepscot Harbour Village community. Modern large kitchen/appliances/washer/dryer, 1.5 baths, living room/fireplace, covered/screened & open porches, gorgeous gardens, sunsets & yards to river

Apr 8 – 15

G$30,293 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for South Bristol vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near South Bristol's top sights

Carriage House Restaurant15 locals recommend

Glidden Point Oyster Farms15 locals recommend

Dodge Point Preserve29 locals recommend

Lobsterman's Wharf8 locals recommend

Coveside Restaurant & Marina12 locals recommend

South Bristol Fisherman’s Co-op11 locals recommend

Other great vacation rentals in South Bristol

Guest favorite

Home in Lisbon

4.94 out of 5 average rating, 332 reviews

Unplug at a Beachy Bolthole with Classic New England Style

Feb 11 – 18

G$13,798 GYD per night

Guest favorite

Guesthouse in Harpswell

4.95 out of 5 average rating, 431 reviews

Harpswell Studio on Waterview Property! Lobster!

May 10 – 17

G$27,955 GYD per night

Guest favorite

Cabin in Boothbay

4.93 out of 5 average rating, 179 reviews

Peaceful & private waterfront cabin

Oct 23 – 30

G$36,826 GYD per night

Guest favorite

Cottage in Bath

4.88 out of 5 average rating, 498 reviews

Doubling Point Cottage

May 8 – 15

G$23,918 GYD per night

Guest favorite

Apartment in Bristol

5.0 out of 5 average rating, 123 reviews

Welcome to "West Winds at Pemaquid"

Mar 1 – 8

G$42,860 GYD per night

Guest favorite

Cabin in Boothbay

4.95 out of 5 average rating, 402 reviews

Simple Boothbay Log Cabin on Water

Jun 25 – Jul 2

G$35,793 GYD per night

Guest favorite

Guesthouse in Boothbay Harbor

5.0 out of 5 average rating, 225 reviews

The Sparrow’s Nest Charming Country Cottage

Aug 21 – 28

G$93,180 GYD per night

Guest favorite

Cottage in South Bristol

4.87 out of 5 average rating, 46 reviews

Cottage on an island on the end of a peninsula

Sep 5 – 12

G$31,139 GYD per night

Show all

Other great vacation rentals in South Bristol

Superhost

Home in South Bristol

5.0 out of 5 average rating, 4 reviews

Rustic Retreat on the River

May 4 – 11

G$23,653 GYD per night

Guest favorite

Apartment in Boothbay Harbor

5.0 out of 5 average rating, 60 reviews

Harbor for Two

Dec 10 – 17

G$30,758 GYD per night

Guest favorite

Guest suite in Boothbay

4.95 out of 5 average rating, 87 reviews

Linekin Guest Suite

Oct 6 – 13

G$20,471 GYD per night

Guest favorite

Apartment in Boothbay

5.0 out of 5 average rating, 25 reviews

The Chickadee's Nest

Dec 2 – 9

G$30,088 GYD per night

Guest favorite

Apartment in Bath

4.97 out of 5 average rating, 33 reviews

1820s Maine Cottage with Garden

Aug 31 – Sep 7

G$25,905 GYD per night

Guest favorite

Apartment in Woolwich

5.0 out of 5 average rating, 26 reviews

Cozy, MidCoast Apartment

Oct 24 – 31

G$26,766 GYD per night

Guest favorite

Guesthouse in Damariscotta

4.95 out of 5 average rating, 21 reviews

The Midcoast Forest Retreat

May 9 – 16

G$22,574 GYD per night

Guest favorite

Tiny home in Georgetown

5.0 out of 5 average rating, 59 reviews

Studio Cabin on Pond+Near Beach+Porch+AC+FirePit

Jan 3 – 10

G$30,466 GYD per night

Show all

Quick stats about vacation rentals in South Bristol

Total rentals
60 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
2.4K reviews
Nightly prices starting at
G$16,679 GYD before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in South Bristol?
Yes! Work meets play with ease at over 30 vacation rentals in South Bristol featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in South Bristol?
Four-legged friends are welcome in South Bristol. Choose from more than 20 vacation rentals for guests traveling with pets.
Do house rentals in South Bristol have a bbq area?
Absolutely! We offer over 20 house rentals with a bbq area in South Bristol. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in South Bristol have wifi?
Absolutely! We offer over 10 cottage rentals with wifi in South Bristol. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in South Bristol?
South Bristol has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do cottage rentals in South Bristol have air conditioning?
Absolutely! We offer over 10 cottage rentals with air conditioning in South Bristol. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in South Bristol?
Experience the best of South Bristol with our house rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for Cottage Rentals in South Bristol?
Enhance your stay in our Cottage Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with a bbq area, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

South Bristol vacation rentals

Top-rated vacation rentals in South Bristol

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for South Bristol vacation rentals

Stay near South Bristol's top sights

Other great vacation rentals in South Bristol

Home in Lisbon

Guesthouse in Harpswell

Cabin in Boothbay

Cottage in Bath

Apartment in Bristol

Cabin in Boothbay

Guesthouse in Boothbay Harbor

Cottage in South Bristol

Other great vacation rentals in South Bristol

Home in South Bristol

Apartment in Boothbay Harbor

Guest suite in Boothbay

Apartment in Boothbay

Apartment in Bath

Apartment in Woolwich

Guesthouse in Damariscotta

Tiny home in Georgetown

Quick stats about vacation rentals in South Bristol

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in South Bristol?

Are there pet-friendly vacation rentals in South Bristol?

Do house rentals in South Bristol have a bbq area?

Do cottage rentals in South Bristol have wifi?

Are there family-friendly house rentals in South Bristol?

Do cottage rentals in South Bristol have air conditioning?

How much does it cost to stay in house rentals in South Bristol?

What are the most popular amenities for Cottage Rentals in South Bristol?

Destinations to explore