House vacation rentals in Woolwich

The image captures an aerial view of a serene landscape with lush green trees surrounding calm waters. The shoreline curves gently, leading to a private dock that extends into the water. A soft sunset glow reflects off the surface, creating a peaceful ambiance.

4.99 out of 5 average rating, 139 reviews

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.

LocationFamilyCheckout

4.89 out of 5 average rating, 186 reviews

A fire pit is positioned near the water's edge, surrounded by two adirondack chairs. The setting sun reflects off the river, casting warm hues across the sky and water. Green trees frame the tranquil scene, creating a peaceful atmosphere.

Home in West Bath

Oak Leaf

Welcome to our charming 1940s cottage, nestled in the banks of the beautiful New Meadows River. This cozy getaway boasts stunning river views and vintage charm with all the modern comforts. With two bedrooms and a bright, airy living space, you’ll feel right at home. Conveniently located just off Route 1, you’re only 10 to 20 minutes from Maine’s top beaches, fine dining, and unique shopping experiences. Enjoy beautiful sunsets by the fire pit, unwind and make lasting memories by the river.

ValueFamilyParks

A waterfront view is captured from a deck, showcasing calm waters surrounded by a lush landscape of colorful trees. The bright blue sky reflects on the surface of the creek, while greenery provides a serene foreground.

4.99 out of 5 average rating, 131 reviews

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!

LocationFamilyHeating

4.98 out of 5 average rating, 209 reviews

A serene waterfront view captures calm waters reflecting the sky and surrounding landscape. Lush greenery is visible along the shore, while scattered clouds drift across the blue sky. The tranquil scene invites relaxation and appreciation of nature.

Home in Newcastle

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!

LocationValueLaundry

A screened-in porch features comfortable seating arranged around a central table. Natural wood beams adorn the ceiling, and a ceiling fan is present for air circulation. Views of the outdoor area can be appreciated through the screens, enhancing relaxation in this inviting space.

4.94 out of 5 average rating, 129 reviews

Little Cottage on the Kennebec

77 Washington is tucked along the shores of the Kennebec River in Bath. Centrally located along the coast between Boothbay Harbor and Freeport, both of which are about 30 min drive. We are adjacent to the South End Boat Launch, your portal to the open ocean! The cottage is just a short walk to the Maine Maritime Museum and only 15 miles from both Popham Beach State Park and Reid State Park. Master bedroom has private balcony and first floor offers cute galley kitchen and screened porch.

LocationFamilyHospitality

4.85 out of 5 average rating, 112 reviews

A serene view of a lake at sunset is presented, showcasing soft hues of orange, pink, and purple reflected on the water. Silhouettes of trees line the shore, while the calm surface creates gentle ripples, inviting relaxation and contemplation.

Home in Manchester

Lakeside retreat on quiet cove on Cobbessee Lake!

Nothing beats summer days on the lake in Maine. Not only is this lake home situated on a quiet cove on central Maine's Cobbossee Lake, but it is near amenities in Augusta and close to I-95! Enjoy two large docks, a large lawn and gently sloping swimming area, and a newly renovated five bedroom house with two full bathrooms. This is the Maine vacation home you are looking for! Two of the bedrooms and one bathroom are in the basement, which is still under some small construction.

FamilyValueIndoor spaces

4.92 out of 5 average rating, 166 reviews

The front entrance showcases a vibrant red door framed by two sconces, inviting guests inside. Steps lead up to a spacious deck, which is flanked by decorative flower pots. The house features a classic shingle exterior, accented by charming dormer windows.

Home in Boothbay Harbor

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.

FamilyValueComfort

The living area features a soft teal sofa positioned across from a wooden coffee table. A rug covers the floor, and natural light enters through large windows adorned with white curtains. A small lamp and a potted plant add to the welcoming ambiance.

4.95 out of 5 average rating, 128 reviews

The Cottage

Welcome to The Cottage—your cozy getaway in the heart of Bath, Maine! Perfectly situated near charming coastal towns, beautiful beaches, and scenic hiking trails, this retreat offers a comfy living area, fully equipped kitchen, and four inviting bedrooms. Sip your morning coffee from the sunny dining room window seat, or wind down by the fire pit out front. Note: The Cottage is attached to the owner’s home, but you’ll have full privacy throughout your stay.

FamilyValueWalkability

The rocky coast is lined with spruce trees, showcasing natural contours along the shoreline. Calm blue waters gently lap against the rocks, while a clear sky enhances the scenic view. A few homes are nestled among the trees, blending harmoniously with the coastal landscape.

5.0 out of 5 average rating, 128 reviews

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.

LocationFamilyParks

A serene view of the Kennebec River is framed by lush green trees. The landscape features a wooden bench in the foreground, overlooking the water, while distant homes and docks are visible across the river. The sky displays a mix of soft colors as clouds gather.

4.92 out of 5 average rating, 147 reviews

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.

ValueLocationCleanliness

4.98 out of 5 average rating, 240 reviews

A well-maintained cottage is positioned beside a tranquil body of water, surrounded by lush greenery. A spacious lawn is visible in the foreground, showcasing an outdoor seating area with a patio umbrella. The scenic view of the water complements the serene setting.

Home in Harpswell

Waterfront Cottage On Basin Cove - Amazing Sunsets

Bright, airy cottage right on Basin Cove,a tidal cove in Harpswell Maine. Cool breezes with pristine views, especially for the sunsets over the cove. At the end of Harpswell Neck, so it feels like you're far away, but still only an hour from Portland, 1/2 hour from Freeport & 15 minutes from Brunswick. Use it as your hub to explore Midcoast Maine or hunker down and enjoy the screened in porch after a swim in the cove.

FamilyValueShared spaces

4.99 out of 5 average rating, 182 reviews

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”!

FamilyLocationGetting around

Popular amenities for Woolwich house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.97 out of 5 average rating, 174 reviews

A welcoming living area is furnished with two dark sofas adorned with vibrant orange cushions. A rustic coffee table is centered on a colorful area rug, while large windows allow natural light to fill the space, highlighting the wall art above.

Home in Portland

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

FamilyValueCondition

4.94 out of 5 average rating, 236 reviews

A log cabin is nestled among tall trees on a gentle slope. Large windows create airy views from the exterior, showcasing a front deck that extends along the house. The natural surroundings provide a peaceful and serene setting.

Home in Peru

the lake house

LocationFamilyCondition

Home in Old Orchard Beach

A serene community pool is surrounded by a spacious deck with lounge chairs for relaxation. Tall trees in the background provide a natural setting, while neighboring homes are visible, enhancing the sense of community.

Faith Lane with community pool

LocationValueAccuracy

4.96 out of 5 average rating, 123 reviews

4.84 out of 5 average rating, 126 reviews

A two-story home is presented, featuring a yellow exterior and dark blue shutters. A welcoming front porch is adorned with decorative elements. Lush green grass and various shrubs frame the entrance, while a driveway leads to a garage on the left side.

Home in Portland

There's No Place Like Home

ValueLocationIndoor spaces

5.0 out of 5 average rating, 10 reviews

Home in Lewiston

Pool, Dream Home Gym, TV+Desk Each Room, Games

FamilyLocationKitchen

4.96 out of 5 average rating, 26 reviews

The image showcases a pool area overlooking the water, framed by lush greenery and colorful wildflowers. Lounge chairs are positioned around the pool, with a shed visible nearby. The calm water reflects a clear blue sky, creating a serene setting.

Home in Boothbay Harbor

Port Cabin by Sea Maine

LocationFamilyShared spaces

Superhost

A charming, two-story yellow cottage features a welcoming front porch with comfortable seating. Large windows allow natural light to fill the space, and a well-kept yard surrounds the home. Nearby, an American flag gently sways, complementing the tranquil rural setting.

Home in Harpswell

Spacious 5BR Cottage w/Pool, Water & Resort Access

FamilyLocationIndoor spaces

5.0 out of 5 average rating, 4 reviews

4.99 out of 5 average rating, 76 reviews

Home in Biddeford

Bubbles & Pines - Pool, HotTub, Lg Deck, ME Coast

LocationFamilyBackyard

Weekly house rentals

4.93 out of 5 average rating, 313 reviews

A spacious living room is featured, furnished with a comfortable couch and two recliners. Natural light filters through the covered windows, highlighting the neutral-colored decor. A small side table holds a lamp, complementing the cozy atmosphere.

Home in Brunswick

A cozy, cute and comfortable house.

FamilyLocationAmenities

4.96 out of 5 average rating, 117 reviews

A historic building stands along the river, reflecting its pastel-colored facade on the water’s surface. The surrounding landscape features vibrant autumn foliage, enhancing the scenic view. A bridge can be seen in the background, adding context to the setting.

Home in Brunswick

In Town Splendor at Castle Rock, Brunswick

LocationFamilyBathroom

5.0 out of 5 average rating, 52 reviews

A modern farmhouse is situated on elevated land, surrounded by trees. Its white exterior is complemented by large windows that reflect in the calm water below. The scenic scene is framed by lush greenery, creating a serene atmosphere.

Home in Woolwich

Eagles & Hot Tub on the Water | Bath, Maine Home

FamilyLocationHospitality

Superhost

Home in Woolwich

Windward Lodge - Dog friendly waterfront retreat

LocationIndoor spacesNearby

5.0 out of 5 average rating, 4 reviews

5.0 out of 5 average rating, 5 reviews

•Charming Historic 4BR Home Steps From Downtown•

FamilyLocationHospitality

A tranquil scene captures a person walking along a wooden dock extending into calm waters. The surface reflects the warm hues of sunset, while trees frame the distant shoreline, creating a serene backdrop to the peaceful landscape.

4.91 out of 5 average rating, 22 reviews

Hall Bay Haven

LocationFamilyComfort

The exterior of the cottage features a stone garden wall surrounding a landscaped area with flowers and greenery. Two white adirondack chairs are positioned outside, inviting relaxation. Sunlight creates a warm glow, highlighting the charming details of the cottage's exterior and the vibrant colors of the plants.

4.91 out of 5 average rating, 47 reviews

Salty Little Cottage on the Kennebec

LocationValueComfort

5.0 out of 5 average rating, 29 reviews

Cozy Midcoast Island Cottage

ValueLocationGrill

Private house rentals

5.0 out of 5 average rating, 35 reviews

Lone Pine Cottage Maine - Chef’s Kitchen

FamilyLocationIndoor spaces

An outdoor deck is furnished with a patterned tablecloth covering a dining table accompanied by six wooden chairs. Two lounge chairs are positioned nearby, offering views of the calm water, boats, and greenery. A flowering centerpiece adds a touch of color to the table.

5.0 out of 5 average rating, 30 reviews

Five Islands Waterfront Retreat

ValueFamilyKitchen

4.94 out of 5 average rating, 51 reviews

A serene view of a tranquil lake is framed by tall trees, their green leaves softly rustling in the breeze. The still water reflects the surrounding nature, creating a peaceful atmosphere ideal for relaxation. Sunlight filters through the branches, illuminating the scene.

Home in Arrowsic

Waterfront Guest House in Coastal Maine

LocationFamilyTV

A spacious two-story residence is surrounded by a well-maintained lawn and trees. The house features a large deck wrapping around its exterior, with ample outdoor space leading to a serene environment. Clear blue skies enhance the inviting setting.

4.95 out of 5 average rating, 37 reviews

Blueberry Hill, Wiscasset Maine

FamilyValueBeach

5.0 out of 5 average rating, 29 reviews

A welcoming living space features a large sectional sofa in blue-gray fabric, complemented by a rustic coffee table. Natural light floods in through skylights and sliding glass doors that open to views of the waterfront. A dining table for ten and stylish decor enhance the inviting atmosphere.

Home in Phippsburg

Waterfront Home Phippsburg Maine

LocationFamilyComfort

5.0 out of 5 average rating, 16 reviews

Home in Freeport

Mermaid's Chair | Private Beach | Hot Tub

ValueLocationSleep quality

A modern exterior of a green metal-clad house is shown, featuring a sloped roof and a welcoming front porch with steps. Large windows provide natural light, while surrounding trees create a serene environment. A paved driveway is visible in front.

4.84 out of 5 average rating, 147 reviews

Perfectly located in the heart of Midcoast Maine!

ValueFamilyNearby

Superhost

A serene waterfront view showcases a modest home nestled among trees. Colorful fall foliage lines the rocky shore, reflected in the calm waters of the Kennebec River. The clear blue sky hints at tranquil weather, enhancing the peaceful setting.