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.

Location · Family · Condition

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.

Value · Location · Hospitality

Waterfront Farmhouse with Modern Flair!

On the shores of Winnegance Creek in Bath, Maine—one of America’s best small towns—this 19th-century farmhouse has been completely renovated. Boasting waterfront views and sitting on more than an acre of land, opportunities for recreation and relaxation abound. Enjoy the outdoor deck, fire up the grill, visit the beach or the farmers market, explore the area via kayak, stargaze—so much to do! Not to mention shopping, restaurants, and all that downtown Bath and midcoast Maine have to offer!

Location · Family · Outdoor spaces

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!

Family · Value · River

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!!

Location · Family · Laundry

Perched atop the Coast of the Atlantic Ocean

Enjoy sweeping vistas of the Atlantic Ocean from this 2002 home perched among spruce trees above the rocky coast. Watch for bald eagles and seals. Fall asleep to the sound of crashing waves. Walk down to the edge of the ocean to lounge or picnic. Walk 6 minutes or drive the 0.1 miles to the park entrance. Hike the Little River Trail. The house has vaulted ceilings, panoramic views, fully equipped kitchen, and whirlpool bath.

Family · Location · Hiking

Fully Renovated "Saltbox" Home in Boothbay

Start creating memories in this private setting, minutes away from Boothbay Harbor, Ocean Point, Botanical Gardens, and all the splendor that the mid-coast has to offer. Enjoy the grounds including an wonderful deck and a fire pit on the second level overlooking the property. It is a fantastic home-base for exploring Midcoastal Maine while enjoying close proximity to dining and shopping in Boothbay Harbor.

Value · Location · View

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.

Family · Location · Beach

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!

Location · Family · River

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.

Family · Location · Check-in

Victorian Charm in Wiscasset, Maine: Acorn Cottage

A TRULY NOSTALGIC MAINE VACATION STAY. This spacious 1903 Masonic Victorian home in the “Prettiest Village” in Midcoast Maine offers 3 bedrooms, 1.5 baths, and is steps from local landmarks like world famous “Red’s Eats” for a lobster roll, boutique shops, antiques, art galleries, and restaurants. Just up the road is the award-nominated “Alna Store”!

Family · Location · Bathroom

Rustic Luxury Retreat with Hot Tub

Stylish, fully equipped home nestled in the woods of Pemaquid, a village in Bristol, Maine. Just 5 minutes from Pemaquid Beach—one of Maine’s best beaches—and close to local event venues. Features a luxury hot tub for 6, cozy woodstove, fire pit, and modern comforts in a peaceful, private setting. Perfect for a relaxing getaway near the coast.

Value · Location · Outdoor spaces