House holiday rentals in South Bristol

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.

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.

Peaceful Oasis by the Great Salt Bay - 3BR/2Ba

Waterfront Retreat with Gorgeous Views Stunning 3-bedroom, 2-bath home perfect for multi-generational gatherings. Features an open-concept layout, chef’s kitchen, 1st-floor bedroom and bath, 2nd floor with 2 bedrooms and 1 bath. Kayak from your backyard, hike nearby trails, or swim in Damariscotta Lake just a 5-minute walk away. Stay connected with high-speed fiber optic WiFi. Close to charming Newcastle and Damariscotta shops and restaurants. A true oasis for nature and relaxation lovers!

The Tidewater Cottage on Pemaquid harbor

Relax in the panoramic views of Pemaquid Harbor from every window, the wrap around porch, the grassy yard or your own dock. The spacious home is located at the end of a quiet dirt road, resting on the protected harbor offering wonderful opportunities for boating, kayaking, SUP and birding. The spacious 2 story home has an open floor plan with the primary ensuite king bedroom downstairs. A perfect location, minutes from Pemaquid Beach, Pemaquid Peninsula & 15 minutes to Damariscotta.

Renovated home with amazing waterfront views

Welcome to Dancing Pines Cottage! We are located across from West Harbor Pond with beautiful water views in each room. Relax on the deck or bbq on the patio or take a short drive into charming Boothbay Harbor town for lobster rolls. We have three bedrooms and a den/office and 2 full bathrooms and can accommodate up to 7 guests. The house is private and has ample parking. One week rentals for June, July, and August (Saturday-Saturday). We accept either one dog or one cat.

Pinkham Cove - Water Front Cottage

Authentic oceanfront Maine home, with stunning views and amazing sunsets. Located on Pinkham Cove at the mouth of Boothbay Harbor. Experience the village of BBH , hiking trails, Botanical Gardens and explore the tranquility of Maine. This is the perfect getaway cottage. Enjoy the deck and beach access. The home was recently remodeled. The kitchen is a gem with quartz countertops and Bosch appliances. Curl up by the cozy fireplace, enjoy the amazing harbor view!!

Mermaid's Chair | Private Beach | Hot Tub

A classic 1939 Maine camp sitting directly on Casco Bay with a private dock, sweeping water views, and a saltwater hot tub, all on a quiet private road. Properties like this don't come around often, and once you're here, you'll understand why. The dock puts you right on the water, with one slip available for guests. Wolf's Neck State Park and Wolf's Neck Farm are a short walk away, and Downtown Freeport and Portland are just minutes down the road.

Spectacular River Retreat with Hiking Trails

Spectacular listing brought to you by seasoned Bath Superhosts! Enjoy sweeping views of the Kennebec River while cozying up by the fireplace. This modern art filled minimalist house sits on a bluff overlooking the Kennebec River and leads into Bath's peaceful Thorne Head Preserve, a vast network of trails that climb and hug the river's edge. It's just minutes away from downtown Bath, the historic and charming City of Ships.

5 BR, 2 BA Spacious Farmhouse Walking Distance to

This charming 5 bedroom and 2 bath farmhouse is situated on just over three acres of grass and fields off of Route 129 just a short drive from South Bristol, Damariscotta and the Pemaquid peninsula. With an addition recently added, this home reserves the character of older days but is modernized with a brand new kitchen, primary bedroom and new bathrooms. Just a short walk to the Wawenock Golf Course and restaurant.

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.

Pemaquid Escape | Curated Comfort + Hot Tub

This fully stocked 4-bedroom retreat blends relaxation and recreation with a hot tub, screened porch, lounge for kids (or kids at heart!), shuffleboard table, seasonal river access with paddleboards, and a whole-home generator. ☀ 5 Min to Downtown Damariscotta ☀ 15 Min to Pemaquid Beach (19 Min to Lighthouse) Welcome to Oyster Place - where curated comfort meets the magic of the Midcoast!

Pemaquid Beach House

Quiet location, only 0.25 miles to beautiful Pemaquid Beach, close to great restaurants, nice wooded back yard, relax by firepit or head out on the deck with a good book. For those that enjoy hiking nearby seaside trails. Or rent a kayak and explore the Pemaquid River. Or catch the boat to Monhegan Island from New Harbor. Lots to do at this popular summer resort area.