Cottage holiday rentals in South Bristol

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.

Family · Location · Parking

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.

Family · Value · Bathroom

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!

Value · Location · Laundry

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.

Location · Family · Beach

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.

Value · Location · Decor

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.

Location · Family · Bathroom

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.

Family · Location · Access

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.

Value · Location · Walkability

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.

Value · Location · Heating

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.

Location · Family · Comfort

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.

Location · Family · Outdoor spaces

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!

Location · Family · Beach