
Holiday houses in South Bristol
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Top-rated holiday rentals in South Bristol
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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)

Moss House: A Modern Waterfront Cabin in the Woods
Featured in VOGUE and Maine Home + Design, this modern, handcrafted cabin offers calm Atlantic views, 150 feet of shoreline, and a private dock, perfect for morning coffee, launching a kayak, or watching seals, seabirds, and passing boats. Set among tall pines, it blends Nordic and Japanese influences in a space that is calm and composed. Interiors of wood, stone, lime plaster, and concrete form a grounded, quietly expressive, and sustainably built retreat. 1hr from Portland, but a world apart.

Cottage on an island on the end of a peninsula N
This is one of two, two bedroom cottages located on Rutherfords Island in South Bristol, Maine. These cottages are next to each other.Our electricity is provided by our grid tied solar array. We are a five minute walk from the Atlantic Ocean, the Damariscotta River, and John's Bay. South Bristol is a small town 14 miles from Damariscotta,where the closest grocery store is located. We are a working fishing village, and lobsters and fresh fish are readily available at the local lobster pounds.

Hermit Thrush House
The 1 bedroom, 1 and 1/2 bathroom with laundry apartment is located at: 19 POORHOUSE COVE ROAD in South Bristol, Maine 04568. The apartment has skylights in the living room and kitchen and is located on a private property as a stand alone guest house. Close to Christmas Cove, Wawenock public/private golf course and 15 miles from scenic Damariscotta and the Pemaquid peninsula with a public white sand beach. Our waterfront is Poorhouse Cove, an estuary off of the Gulf of Maine, Atlantic Ocean.

Private Sauna+Near Best Beach+FirePit+Pond+FirePit
Relax at your own private forest retreat! * Private Cedar Glass Sauna * Minutes Reid State Park Beach & 5 Island🦞 * Private Outdoor Shower * Private Fire Pit w/S'mores * 100% Cotton sheets/towels * Rain Shower & Heated Bathroom Floor * AC/Heat * SmartTV & Record Player w/Vinyl * Fast Broadband Wifi *Pine Cabin is one of two cabins on 8 acres right down the road from one of the best beaches in Maine! The cabins are 150ft. apart and separated by a privacy screen and natural landscaping.

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.

Serenity, Privacy, Clean and Bright
This large studio can be rented by the week only June - September. A high ceiling, many windows and skylights give this space a feeling of spaciousness. On a private road. 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.

Chic 1-Bedroom at the Heart of Boothbay Harbor
Welcome to Oak Ledge! Oak Ledge is a beautifully-renovated 2-storey 1-bedroom apartment in the heart of Boothbay Harbor. Bedroom and Bathroom on the upper level. 5-night maximum This is an adults only listing. Sorry, no pets. Our friendly rescue dog "Oscar" roams freely on the property. Off-street parking for one car. Self check-in. Smart TV with streaming - remember to have your log-ins (Amazon Prime/Disney+/Max/Hulu/Netflix)

Welcome to "West Winds at Pemaquid"
Take a moment to unwind with a leisurely walk along the natural pathway leading to Coombs Cove off John's Bay. Sit quietly and watch the tide ebb and flow, or lose yourself in that book you've been meaning to read. It's an ideal retreat for couples seeking breathtaking scenery and tranquil solitude. Built in 2017, West Winds features two bedrooms, a full bathroom, a cozy living room, an eat-in kitchen, laundry facilities, and WiFi—everything you need for a relaxing getaway.

The Sparrow’s Nest Charming Country Cottage
The Sparrow's Nest is located on a country road approximately 5 miles from downtown Boothbay Harbor. The Sheepscot River, it's coves and nature trails are close by. Enjoy the beautiful country surroundings, gardens, and the miracle of nature. What a delight to wake up to the sound of birdsong while enjoying a cup of local coffee, or sitting by the outdoor fire sipping wine and taking in the beautiful night sky.

Rustic Waterview Maine Cottage
Our place is close to great views, historic Rutherford Island, 20 minutes from Damariscotta shopping, dining, and small town charm, the beach, the best antiquing, and quintessential Maine in the summer. You’ll love it because of the view, the charm of an original 200 year old home, the friendly neighbors, the great local food and flavor, the peace and stillness, and “the gut" fishing inlet.

Cottage on a wharf in a fishing village
Think..ocean, tides, lobster, fishermen, boats, two marinas, magnificent sunrise and sunsets, gateway to Rutherford Island and Christmas Cove, scenery, on a wharf in a working waterfront, friendly locals, buy lobster across the street at Osier’s cafe..eat in privacy on your own deck..magic, educational and authentic Maine!
Popular amenities for South Bristol holiday rentals
Other great holiday rentals in South Bristol

Sherwood Forest Cabin #4

River Front Cottage with dock and views

Charming Secluded Cottage on the Coast

Peace in Pemaquid - Ocean Sunsets & Stargazing

Shipbuilder’s Retreat Sleeps 6, 5 mins to Harbor

The Tidewater Cottage on Pemaquid harbor

Blue Shaboo: Idyllic Waterfront Cottage

Peaceful Midcoast Retreat, Freshly renovated
When is the best time to visit South Bristol?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $314 AUD | $338 AUD | $341 AUD | $314 AUD | $314 AUD | $314 AUD | $384 AUD | $372 AUD | $370 AUD | $349 AUD | $391 AUD | $391 AUD |
| Avg. temp | -6°C | -5°C | 0°C | 6°C | 12°C | 17°C | 21°C | 20°C | 16°C | 9°C | 3°C | -2°C |
Frequently Asked Questions
Are there pet-friendly vacation rentals in South Bristol?
Four-legged friends are welcome in South Bristol. Choose from more than 30 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in South Bristol?
Yes! Work meets play with ease at over 60 vacation rentals in South Bristol featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly vacation rentals in South Bristol?
South Bristol has more than 90 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in bed and breakfast rentals in South Bristol?
Experience the best of South Bristol with our bed and breakfast rentals, starting at about $220 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in South Bristol have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in South Bristol. Enjoy a tailored experience with all the comforts you desire.
Do bed and breakfast rentals in South Bristol have wifi?
Absolutely! We offer over 10 bed and breakfast rentals with wifi in South Bristol. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in South Bristol have a bbq area?
Absolutely! We offer over 20 cottage rentals with a bbq area in South Bristol. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in South Bristol?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in South Bristol

Total holiday rentals
Explore 130 holiday rentals in South Bristol

Nightly prices starting at
South Bristol holiday rentals start at $112 AUD per night before taxes and fees

Verified guest reviews
Over 5,230 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
130 of South Bristol holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across South Bristol rentals

4.9 Average rating
South Bristol stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with outdoor seating South Bristol
- Rentals with a washing machine and dryer South Bristol
- Cottage rentals South Bristol
- Waterfront rentals South Bristol
- Rentals with a fire pit South Bristol
- Rentals with beach access South Bristol
- Pet-friendly rentals South Bristol
- Rentals with a patio South Bristol
- Family-friendly rentals South Bristol
- Rentals with a fireplace South Bristol
- House rentals South Bristol
- Sebago Lake
- Scarborough Beach
- Popham Beach, Phippsburg
- Popham Beach State Park
- Pemaquid Beach
- Willard Beach
- Pemaquid Point Lighthouse
- East End Beach
- Coastal Maine Botanical Gardens
- Crescent Beach State Park
- Wolfe's Neck Woods State Park
- Funtown Splashtown USA
- The Camden Snow Bowl
- Palace Playland
- Hills Beach
- Portland Museum of Art
- Maine Maritime Museum
- Bradbury Mountain State Park
- Farnsworth Art Museum
- Rockland Breakwater Light
- Aquaboggan Water Park
- Bug Light Park
- Reid State Park
- Crescent Beach




