
Cottage holiday rentals in South Bristol
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Quick stats about cottage rentals in South Bristol

Total holiday rentals
Explore 20 holiday rentals in South Bristol

Nightly prices starting at
South Bristol holiday rentals start at $152 NZD per night before taxes and fees

Verified guest reviews
Over 1,820 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

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

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across South Bristol rentals

4.9 Average rating
South Bristol stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated cottage rentals in South Bristol
Guests agree: These cottages are highly rated for location, cleanliness and more.

Quaint & Peaceful Designer's Oceanfront Cottage
Coco Cottage is a peaceful, cliffside escape with stunning 180° views of Harpswell Sound. Located at the end of a private road, it’s perfect for a designer’s retreat or family getaway. Three bedrooms—two queens, plus a twin/office combo—make it ideal for remote work or rest. Relax fireside and watch a movie, dine on the patio, read on the dock, or explore the amazing trails, beaches, seafood and sunsets of Harpswell. Enjoy oceanfront tranquility just 15minutes from Bowdoin College and Brunswick.
4.87 out of 5 average rating, 239 reviews
Cottage on an island on the end of a peninsula N
This is one of four, 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.
4.93 out of 5 average rating, 154 reviews
POST OFFICE COTTAGE Pemaquid Point
We now have a social media page! @pemaquidpostofficecottage Enjoy the relaxing, picturesque coast of Maine in this cozy, comfortable cottage...like a dolls house. Centrally located to local attractions, Pemaquid Lighthouse is 1/2 mile walk.Pemaquid beach only a 5 minute drive. Tiny Cottage sleeps two, with a full size bed or use pull-out couch, efficiency kitchen, and compact bathroom , shower stall. ( 16’ x 20’ square footage) Located with access to tide pools, glorious sunsets!
4.77 out of 5 average rating, 120 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.
4.98 out of 5 average rating, 496 reviews
Classic Maine Cottage - dock, sauna & kayaks
The Perfect Maine Cottage! On the edge of the ocean, carefully preserved with traditional details. Charming, open floor plan, with a wall of windows to the ocean. Sunny large wrap-around deck and screen porch creates beautiful outside spaces to enjoy. Perfect for listening to waves and watch lobstermen pull up their traps. Cathedral ceilings and Scandinavian design gives the cottage an exclusive feeling. Gentle stairs lead to the private deep water dock for all kinds of boating.
4.89 out of 5 average rating, 180 reviews
Cottage in the woods on Ocean Point
Secluded getaway in the woods close enough to see and hear the ocean and catch amazing sunsets. Charming 1BR + Loft, 1BA cottage situated among an acre of Ocean Point fir trees providing privacy and a quiet get away. Less than 100yd walk to the shore, beach and path at Grimes Cove, Ocean Point Inn Restaurant & Bar, and daily activities at the community "casino" building with playground, tennis, pickle ball, basketball, and Sunday softball. Harbor is 20 mins away for exploring.
5.0 out of 5 average rating, 136 reviews
Charming Cottage With Spectacular Water View
Find peace and serenity as you gaze at the glistening waters of the Sheepscot River. Our property sitting on Davis Island in Edgecomb, Maine overlooks the quaint town of Wiscasset, providing a calm atmosphere, stunning evening sunsets, and panoramic views. Located within the Sheepscot Harbour Village Resort, you are in a prime location to have access to local shops, antique markets, and restaurants. Take a stroll down to the Pier where you can experience the water up close.
4.97 out of 5 average rating, 381 reviews
Spruce Tops Cottage
Spruce Tops is a single family cottage, situated near the mouth of New Harbor. You can hear the ocean waves and the bell buoy. Enjoy your coffee on the screened in porch watching the boats coming and going. A well equipped kitchen has an island eating area, the comfy living room has a ceiling fan, as does the master bedroom, with a queen bed and french doors to the fully screened in porch. Bathroom equipped with shower. Owners located across street if needed.
4.95 out of 5 average rating, 107 reviews
Timeless Tides Cottage
This comfortable 2 bedroom, one bathroom, A-frame pine cottage is set on its own point with 350 feet of waterfront! Cook out on the grill, lounge on the deck or dock while taking in the wildlife on a beautiful tidal river. Watch nesting Bald Eagles and Great Blue Herons fishing! There is plenty of sight-seeing in this picturesque area. Rockland is just 10-minutes away where you can enjoy shopping, restaurants, museums, galleries, lighthouses and festivals.
4.96 out of 5 average rating, 212 reviews
Coastal Cotton Cottage on Sheepscot Harbour
Coastal Cotton Cottage is on beautiful Davis Island in a peaceful setting by the sea. Open the French doors from the living room and step out onto the spacious front porch to watch the sun set across Wiscasset Harbor. This cottage features two bedrooms downstairs and one single bed in the loft. NEW UPDATES THIS SPRING! Our cottage has been recently updated with fresh paint, new towels and new coastal interior decor.
4.98 out of 5 average rating, 115 reviews
Adorable Year Round Cottage - Walk to Town!
You will love our waterfront cottage located on Mill Cove in downtown Boothbay Harbor which is a few minute walk to the center of town! Our cottage is a quaint, comfortable home with all the amenities that you could want. Our goal is to ensure that you have a most wonderful vacation. A new heating and air conditioning system guarantees comfort any time of year.
4.95 out of 5 average rating, 111 reviews
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!
4.98 out of 5 average rating, 149 reviewsPopular amenities for South Bristol cottage rentals
Cottage rentals with a hot tub

Penobscot Bayview Fireplace Hot tub
4.97 out of 5 average rating, 152 reviews
Canoe House Bungalow and Spa Retreat, Searsport
4.92 out of 5 average rating, 133 reviews
Oceanfront Family Getaway - 8BR/6BA/5Acres
4.86 out of 5 average rating, 29 reviews
Megunticook Retreat
5.0 out of 5 average rating, 57 reviews
Stillhouse: Serene sanctuary in coastal Maine
5.0 out of 5 average rating, 7 reviews
Oceanfront Shore Cottage - Newly Renovated
4.84 out of 5 average rating, 43 reviews
Lovely 2-Story Cottage w/ Hot Tub & AC by Downtown
4.94 out of 5 average rating, 47 reviews
Surf Inn #2
4.79 out of 5 average rating, 33 reviewsPet-friendly cottage rentals

Spectacular Water View Cottage
4.92 out of 5 average rating, 179 reviews
Popham - Tidewater Beach House!
4.85 out of 5 average rating, 198 reviews
Cottage by the sea private oceanfront shoreline
4.94 out of 5 average rating, 149 reviews
Islesboro Boathouse
5.0 out of 5 average rating, 114 reviews
Quiet cottage on the bay
4.98 out of 5 average rating, 212 reviews
Waterscape Cottage - private waterfront
4.89 out of 5 average rating, 325 reviews
Tall Spruce Cottage
4.93 out of 5 average rating, 111 reviews
Pet Friendly Audubon Bring Your Fishing Gear!
4.91 out of 5 average rating, 224 reviewsPrivate cottage rentals

Battersea Cottage - quintessential Maine! ALL new!
4.91 out of 5 average rating, 122 reviews
Coastal Waterfront Cottage in West Bath
4.93 out of 5 average rating, 134 reviews
Cozy Lakefront 3 Bedroom 2 bath home on Sand Pond
4.92 out of 5 average rating, 104 reviews
Dreamy Post&Beam Hideaway Near Portland & Freeport
4.99 out of 5 average rating, 477 reviews
Charming Coastal Maine Cottage
4.97 out of 5 average rating, 90 reviews
Rosewater Cottage - Oceanfront on Linekin Bay!
4.96 out of 5 average rating, 27 reviews
Waterfront Cabin on Maine Lobster Harbor
4.99 out of 5 average rating, 92 reviews
Water's Edge Cottage in Phippsburg, Maine
4.99 out of 5 average rating, 89 reviewsDestinations to explore
- Montreal Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
- Newport Holiday rentals
- Providence Holiday rentals
- Salem Holiday rentals
- York County Holiday rentals
- Bar Harbor Holiday rentals
- Cambridge Holiday rentals
- New Haven Holiday rentals
- Sebago Lake
- Popham Beach, Phippsburg
- Willard Beach
- Scarborough Beach
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- East End Beach
- Hills Beach
- Popham Beach State Park
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Funtown Splashtown USA
- The Camden Snow Bowl
- Palace Playland
- Portland Museum of Art
- Maine Maritime Museum
- Bradbury Mountain State Park
- Rockland Breakwater Light
- Reid State Park
- Bug Light Park
- Camden Hills State Park
- Farnsworth Art Museum
- Maine Lighthouse Museum





