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, 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

ﺩ.ﺇ624 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.

Mar 22 – 29

ﺩ.ﺇ340 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.

Feb 4 – 11

ﺩ.ﺇ590 per night

Guest favorite

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

ﺩ.ﺇ371 per night

Guest favorite

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

ﺩ.ﺇ591 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.

Jul 8 – 15

ﺩ.ﺇ380 per night

Guest favorite

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

ﺩ.ﺇ604 per night

Guest favorite

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

ﺩ.ﺇ389 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.

Feb 5 – 12

ﺩ.ﺇ399 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.

Jul 16 – 23

ﺩ.ﺇ458 per night

Guest favorite

Apartment in Damariscotta

4.92 out of 5 average rating, 252 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

ﺩ.ﺇ431 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.

Oct 17 – 24

ﺩ.ﺇ302 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

Cabin in Boothbay

4.93 out of 5 average rating, 179 reviews

Peaceful & private waterfront cabin

Oct 23 – 30

ﺩ.ﺇ649 per night

Guest favorite

Home in Lisbon

4.94 out of 5 average rating, 331 reviews

Unplug at a Beachy Bolthole with Classic New England Style

Jan 21 – 28

ﺩ.ﺇ243 per night

Guest favorite

Cabin in Boothbay

4.95 out of 5 average rating, 402 reviews

Simple Boothbay Log Cabin on Water

Sep 4 – 11

ﺩ.ﺇ630 per night

Guest favorite

Guesthouse in Boothbay Harbor

5.0 out of 5 average rating, 225 reviews

The Sparrow’s Nest Charming Country Cottage

Sep 18 – 25

ﺩ.ﺇ1,599 per night

Guest favorite

Apartment in Bristol

5.0 out of 5 average rating, 122 reviews

Welcome to "West Winds at Pemaquid"

Mar 26 – Apr 2

ﺩ.ﺇ755 per night

Guest favorite

Apartment in Boothbay Harbor

4.95 out of 5 average rating, 334 reviews

Deckhouse with Footbridge Views!

Sep 30 – Oct 7

ﺩ.ﺇ797 per night

Guest favorite

Treehouse in Georgetown

4.98 out of 5 average rating, 402 reviews

Modern Tree Dwelling w/Water Views+Cedar Hot Tub

Dec 14 – 21

ﺩ.ﺇ1,244 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

Oct 3 – 10

ﺩ.ﺇ549 per night

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Other great vacation rentals in South Bristol

Guest favorite

Cottage in South Bristol

4.95 out of 5 average rating, 38 reviews

Charming Secluded Cottage on the Coast

Dec 1 – 8

ﺩ.ﺇ891 per night

Guest favorite

Cottage in South Bristol

4.97 out of 5 average rating, 59 reviews

Charming Coastal Maine Cottage

Jan 2 – 9

ﺩ.ﺇ713 per night

Guest favorite

Apartment in South Bristol

4.97 out of 5 average rating, 29 reviews

Clarks Cove Farm - Orchard Apartment

Oct 21 – 28

ﺩ.ﺇ695 per night

Guest favorite

Guest suite in Boothbay

4.95 out of 5 average rating, 87 reviews

Linekin Guest Suite

May 10 – 17

ﺩ.ﺇ281 per night

Guest favorite

Apartment in Boothbay Harbor

5.0 out of 5 average rating, 60 reviews

Harbor for Two

Oct 28 – Nov 4

ﺩ.ﺇ506 per night

Guest favorite

Home in Edgecomb

4.93 out of 5 average rating, 43 reviews

Merryhaven- Edgecomb/Boothbay/Damariscotta

May 16 – 23

ﺩ.ﺇ390 per night

Guest favorite

Apartment in Boothbay

5.0 out of 5 average rating, 25 reviews

The Chickadee's Nest

Nov 1 – 8

ﺩ.ﺇ530 per night

Guest favorite

Apartment in Woolwich

5.0 out of 5 average rating, 26 reviews

Cozy, MidCoast Apartment

Jan 20 – 27

ﺩ.ﺇ471 per night

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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
ﺩ.ﺇ294 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 cottage rentals in South Bristol have a bbq area?
Absolutely! We offer over 10 cottage 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 cottage rentals in South Bristol?
Experience the best of South Bristol with our cottage 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 a bbq area, over 10 homes with wifi, over 10 homes with air conditioning, 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

Cabin in Boothbay

Home in Lisbon

Cabin in Boothbay

Guesthouse in Boothbay Harbor

Apartment in Bristol

Apartment in Boothbay Harbor

Treehouse in Georgetown

Cottage in South Bristol

Other great vacation rentals in South Bristol

Cottage in South Bristol

Cottage in South Bristol

Apartment in South Bristol

Guest suite in Boothbay

Apartment in Boothbay Harbor

Home in Edgecomb

Apartment in Boothbay

Apartment in Woolwich

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 cottage 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 cottage rentals in South Bristol?

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

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