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

Total holiday rentals
Explore 30 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 1,850 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
30 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.

Moon Bay Cottage - Absolutely Amazing Bay Views!
Moon Bay Cottage is the quintessential Maine seaside retreat, tucked away in a small cottage community, with beautiful views, and only a few steps away to the private community beach on Penobscot Bay. We named Moon Bay Cottage for our favorite time to visit, when the moon is full, and the moonlight shimmers on the waters of Penobscot Bay. We invite you to come and fall in love with this wonderful spot where you drift to sleep listening to the lapping waters of the Bay, and calls of the Loons.

Seal Ledge - water's edge cottage with kayaks
Beautiful cottage sitting literally on the water's edge makes you feel like you're staying on a boat (minus the rocking!). Soak up the sun and watch the sun set on the private deck or take a few steps down to the dock and use our kayaks to go visit the seals that hang out on the rocks just down the cove all summer long. The cathedral ceiling great room is all glass facing the water so you can enjoy if it's too cool to sit outside. Only 15 mins to Brunswick and central to everything Harpswell!

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.

Dreamy Post&Beam Hideaway Near Portland & Freeport
Escape to a dreamy timber-frame cottage tucked in Maine’s woods! Soaring beams, radiant-heated floors, a king loft bed, and a crackling fire pit await. Sip coffee on one of the two decks, hike Bradbury Mountain (3 minutes away), shop Freeport (10 minutes away), or dine in Portland (20 minutes away)—then return to your cozy hideaway under the stars. Full kitchen, vaulted ceilings, radiant heat floors, private driveway, fire pit and peaceful forest views make it the perfect year-round retreat.

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!

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.

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.

Timeless Tides Cottage
This comfortable 2 bedroom, one bathroom, A-frame pine cottage is set on its own private 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.

Battersea Cottage - quintessential Maine! ALL new!
Everything about this cottage is brand new! This quaint Boothbay Harbor cottage has been completely renovated. Fresh and new without sacrificing the charm of a Maine coastal village home. Located in the area of West Harbor, this cottage is within walking distance of the rocky shore of Mill Cove as well as the village center. Nestled in the trees on an ample lot, Battersea has everything you could need for a perfect getaway!

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.

Cozy Lakeside Getaway | Seven Tree Cottage
This newly renovated, cozy getaway is an ideal escape for a couple, small family or friends. Less than 20 minutes from the charming oceanside towns of Rockland and Camden, the cottage is named after Seven Tree Pond, offering guests waterfront views in the winter, with lake access (boat launch, picnic area, and swimming access) less than a 5 minute drive.

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 cottage rentals
Cottage rentals with a hot tub

Beach cottage w/ hot tub: 4 min walk to the beach

Stillhouse: Serene sanctuary in coastal Maine

Penobscot Bayview Fireplace Hot tub

Canoe House Bungalow and Spa Retreat ,Searsport

Ocean View Lawn Cottage - Newly Renovated 2024

Charming 2-Story Cottage w/ Hot Tub, Near Downtown

Lakefront Couples Boathouse Retreat

Tree House, Where Seaside & Serenity come together
Pet-friendly cottage rentals

Bright, clean, private cottage near Higgins Beach!

Deja Blue~Guesthouse-Maine’s Best Oceanfront view!

Waterfront Cottage with Dock!

Lake Great Pond| Dog Friendly | Boat Launch

Harbor Hideaway

Cozy Cottage on Highland Lake

Coastal Charm! 4-BR Oceanfront Escape, Huge Porch!

Popham - Tidewater Beach House!
Private cottage rentals

Coastal Cotton Cottage on Sheepscot Harbour

Low Tide Cabin (3 Min Walk to Beach!)

Duck Lane Cottage | Lakefront w/ Dock & Kayaks

Cottage at Island Point; Charming Coastal Retreat

Cozy Lakefront 3 Bedroom 2 bath home on Sand Pond

Spruce Tops Cottage

Classic Cottage on Southport Island

Tranquil 4br/2ba Modern Lake House on Hobbs Pond
Destinations to explore
- Plainview Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
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- Hudson Valley Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Island of Montreal Holiday rentals
- Capital District, New York Holiday rentals
- Quebec City Area Holiday rentals
- Laval Holiday rentals
- Rentals with a fire pit South Bristol
- Waterfront rentals South Bristol
- House rentals South Bristol
- Rentals with beach access South Bristol
- Rentals with outdoor seating South Bristol
- Pet-friendly rentals South Bristol
- Family-friendly rentals South Bristol
- Rentals with a patio South Bristol
- Rentals with a washing machine and dryer South Bristol
- Rentals with a fireplace South Bristol
- Cottage rentals Maine
- Cottage rentals United States
- Sebago Lake
- Popham Beach, Phippsburg
- Scarborough Beach
- Willard Beach
- Pemaquid Beach
- Popham Beach State Park
- East End Beach
- Pemaquid Point Lighthouse
- Wolfe's Neck Woods State Park
- Coastal Maine Botanical Gardens
- Crescent Beach State Park
- Funtown Splashtown USA
- Hills Beach
- Palace Playland
- The Camden Snow Bowl
- Rockland Breakwater Light
- Portland Museum of Art
- Maine Maritime Museum
- Bradbury Mountain State Park
- Farnsworth Art Museum
- Camden Hills State Park
- Bug Light Park
- Dunegrass Golf Club
- Aquaboggan Water Park





