
House holiday rentals in New Gloucester
Find and book unique houses on Airbnb
Top-rated house rentals in New Gloucester
Guests agree: These houses are highly rated for location, cleanliness and more.

Spacious Country Home Freeport, 5 min to LL Bean
Recently furnished & renovated! Fast WiFi, Smart TVs, spacious backyard with fire pit, back deck with grill & outdoor furniture. Large dining room, living room, kitchen, & covered front porch. Perfect to relax with friends and family where you'll feel like you're away from it all, yet it's only 5 minutes to Freeport's lively downtown shops, restaurants, breweries, and LLBean! Beautiful hiking trails, forests, and Bradbury State Park are close by and Portland's scenic Old Port is just 20 minutes!

LUX Designer Private Waterfront
Waterfront GLASS cabin with privacy professionally designed, escape to somewhere really special. Crooked river acres surrounding the house with the river wrapping around the property. Dock with direct access to Sebago lake and state park just minutes away, Outdoor shower, hot tub, hammocks, BIG walk-in shower w/ window. Heated bath floors, ac. See through Fireplace. The property has its own sandy swimming beach, pets are welcome. Come enjoy privacy and the space to run around seconds to Sebago.

Amazing Bay View Home with Hot Tub
This enchanting 2-bedroom home is a coastal dream come true! Luxurious and well-appointed, Casco Bay House sleeps up to six, provides a five-star stay, offers all of the comforts of home AND a relaxing hot tub spa. With stunning views of the water, the house also has easy access to dining, shopping, and sightseeing in Portland's lively Old Port district (just 5 minutes away). Whether you seek quiet tranquility or want to hit the town, this waterside house is the perfect home away from home!

Waterfront Gem walkable to Restaurants!
Waterfront Oasis on Pettingill Pond. You couldn't get any closer to the water, it's steps away. There are 3 Kayaks, and a paddleboat, firepit and dock for guest use! This a great spot for swimming and watersports! This home has been newly renovated, the effect results in a simple, stylish, comfortable space for guests to enjoy. Walk to Franco's Bistro for from Scratch Italian food, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.

The Outlet Studio, Rustic Comfort w Fireplace
Conveniently and perfectly located! Our studio is in a private building on a quiet dead end street yet walking distance to L.L. Bean, Bow Street Market, Leon Gorman Park, restaurants, breweries, live music, outlet shops, Freeport Farmers Market, the Amtrak station and all that downtown Freeport has to offer. A short drive to Wolfe's Neck State Park, Bradbury Mountain State Park, Mast Landing Audubon Sanctuary, the Desert of Maine, Winslow Park, farm stands and the beautiful mid-coast coast.

Cheerful spacious updated 1825 Maine Farmhouse!
Bring the whole family to this great place with lots of room for fun. Classic New England farmhouse in a quiet setting, yet minutes away from everything! Many updates ensure comfort while maintaining its original charm. House sits on 3 acres, located 5 minutes away from turnpike I-95. It’s just 30 minutes to Portland, Augusta, and Freeport! Close to Bates College, Lost Valley for skiing, a multitude of trails for hiking, swimming, breweries, restaurants & many activities for all ages!

Gorgeous Studio on the Kennebec
Gorgeous riverside studio, the smaller of two AirBnB houses on the same property on the outskirts of beautiful and historic Bath, Maine. (The other, “Beautiful Summer River Retreat,” is a separate Airbnb rental.) Kitchenette, bathroom/shower, living room, and bedroom. Simple, modern decor. Close to great shops, restaurants, and beaches, and just a 20-minute drive from Bowdoin College. Adjacent to a boat launch, and a short walk from the Bath Marine Museum and a scenic dog park.

Sunny 2-BR 5 min to Bates & River Trails
A classic 1920s Maine bungalow lovingly renovated. Our pet-friendly plant-filled home is an Auburn favorite. Unwind in our sunlit yoga studio - ideal for meditation, painting, or movement. Whisper-quiet heat-pump HVAC plus a hybrid water heater for eco-friendly comfort. Enjoy the rewilded pollinator garden of native Maine blooms. 5 min to Bates & St. Mary’s, 40 min to Portland, Brunswick, Bath, and Freeport. Stays of 14+ nights include complimentary weekly cleaning.

Spacious Cozy Home in Freeport, ME
Come enjoy Freeport, Maine in this beautiful home. One mile from the downtown shopping district and the L.L. Bean flagship store. This two family home is being rented as a single family home, giving you the benefit of two kitchens and two living rooms. Perfect for families and groups of friends. The two sides are connected via a door similar to adjoining hotel rooms. For winter guests our pond is great for skating and we have a variety of skates available upon request.

The Barnhouse with hot tub
Get away with your whole family at this peaceful home in the country. Hear the frogs chirping in the pond, birds tweeting in the treetops and watch chickens roam around. Enjoy the clear, starry nights while relaxing in the hot tub or cozying up by the fire. Centrally located between coast and mountains. Head a hour north to take the family hiking or on the slopes to enjoy the mountains. Head 40 minutes south to take in the coast and see the iconic Maine lighthouse.

Birch Ledge Guesthouse--Four Season Maine Getaway
Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.

Unique artist's sun filled farmhouse meets loft
Sunny and cozy contemporary artist designed, renovated and curated space with a large touch of quirk. This old farmhouse is off the beaten path and a perfect place to explore all that the real Maine has to offer. Set on an acre of land outside of town, there is plenty of open out door space, fire pit and a deck with picnic table and BBQ grill. Close to Bates, 30 to Bowdoin & 1 hr to Colby, and lakes, parks and trails. And a hop skip and a jump to the beach.
Popular amenities for New Gloucester house rentals
House rentals with a pool

Treehouse Farm - Sebago

Faith Lane with community pool

Sunday River Ski in/Ski Out Condo- White Cap A-307

Cozy Maine Church Retreat Near Portland • Fire Pit

There's No Place Like Home

Spectacular 3 Bed Resort Cottage

Bear Brook House

River Access|Gas stove|Min to N. Conway, Attitash
Weekly house rentals

The Lazy Hummingbird: Little Sebago Home w/ Sauna

Stylish Home in the Heart of the East End

cozy 3 bedroom ranch with deck and screen porch

Tripp Lake Cove Home Away from Home

Sweet Home Near Food & Old Port

The Old Bell Tavern - Luxurious Historical Home

Spacious Lakehouse +Private Dock+Firepit+Kayaks

Bright and Minimalist Home!
Private house rentals

Waterfront Cottage in Freeport

The Willows- only 8 miles to Pleasant Mt

Lakehouse Retreat on Jordan Bay, Sebago Lake

Cozy Sunshine Lake Cottage

The Berry Place

1790s Farmhouse on 16 Acres in Bowdoinham!

Trickey Moose Family Retreat | Firepit Wood Stove

Forest House in Freeport Village
Quick stats about house rentals in New Gloucester

Total holiday rentals
Explore 20 holiday rentals in New Gloucester

Nightly prices starting at
New Gloucester holiday rentals start at $158 AUD per night before taxes and fees

Verified guest reviews
Over 490 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
20 of New Gloucester holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across New Gloucester rentals

4.9 Average rating
New Gloucester stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
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- Waterfront rentals New Gloucester
- Rentals with a fire pit New Gloucester
- Rentals with lake access New Gloucester
- Family-friendly rentals New Gloucester
- Rentals with a washing machine and dryer New Gloucester
- Rentals with a fireplace New Gloucester
- Pet-friendly rentals New Gloucester
- Rentals with outdoor seating New Gloucester
- Rentals with a patio New Gloucester
- House rentals Cumberland County
- House rentals Maine
- House rentals United States
- Sebago Lake
- Wells Beach
- Story Land
- Sunday River Resort
- Scarborough Beach
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- King Pine Ski Area
- Cranmore Mountain Resort
- East End Beach
- Willard Beach
- Pemaquid Point Lighthouse
- Diana's Baths
- Gooch's Beach
- Coastal Maine Botanical Gardens
- Funtown Splashtown USA
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Palace Playland
- Conway Scenic Railroad
- Bradbury Mountain State Park
- Maine Maritime Museum
- Mt. Abram




