
Family-friendly holiday rentals in New Gloucester
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Top-rated family-friendly rentals in New Gloucester
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Cozy Sunny 1BR • Quiet • Near Bowdoin• Route 1/295
Warm, comfortable 1-bedroom apartment in a quiet Brunswick neighborhood — ideal for winter stays, remote work, or extended visits. Just one mile from Bowdoin College with quick access to Route 1 and I-295, this bright and private space offers the perfect balance of peaceful surroundings and convenient location. Surrounded by trees and fresh Maine air, the apartment feels tucked away while remaining minutes from downtown Brunswick, Freeport outlets, coastal walks, and seasonal outdoor activities.

Two bedroom duplex across st from crystal lake
Relax, have fun, spend quality time with friends and family right here at our quiet little place. Two bedrooms, three beds, one pull out couch, we can accommodate up to six guests. We have walking trails, firepit, and a barbecue area. The house sits across the street from crystal lake, with a boat launch 3/4 mile down the road with a parking area. An easy 20-minute drive to Portland. Supermarket, gas station, and restaurant less than five minutes away and ten minutes from Gray exit to 95.

On the water Boathouse!
In the water! Two story boathouse. Originally built in 1939 and parked boats in until 1972. Converted to living space in the early eighties. The upstairs consist of a bedroom walk in closet and a balcony. The downstairs is a living room, kitchen and bathroom. Walk out the door to the patio , dock , and beach! You won't find anything closer to the water! The balcony is the perfect place to watch the sunset, thunderstorms, or sip your morning coffee. Watch the fish out the window!

Crow’s Nest Tiny House at Old Crow Ranch
The Crow's Nest Tiny House sits nestled on Old Crow Ranch, a 70-acre working livestock farm, a true example of thriving Maine farmland. You'll be surrounded by fields and pine woods in Durham, Maine. Just outside Freeport and only 30 minutes from Portland, this cozy space makes a calming retreat away from the city - for a night or for a week. Fall asleep listening to the peepers and gazing at the stars, drink your morning coffee while looking out at the cattle grazing in the fields.

Charming Victorian farmhouse 1880's bedrooms-2
Victorian farmhouse 1880's Stay in an "era gone by". Private 2 bedroom. Original hardwood floors. Original pocket doors. Sleeps 6. Has living room, kitchen, dinning area 1 bathroom with tub , study area. Charming town, population 4000+. smoke free house. Private keyless entry. The blue door. Free wifi, cable, roku. Has keurig coffee maker with free coffee, dishes, pots, pans, silverware, nu-wave cooktop, toaster, microwave, fridge, pack n play. Queen beds. W & D private.

Cozy Maine Barn Hideaway- 2nd Floor Guesthouse
Welcome to our spacious 1000 sq. ft. Maine barn guesthouse! This bright and comfortable retreat is the perfect base for exploring all that Maine has to offer. Enjoy the fully-appointed kitchen, equipped with everything you need. The quiet bedrooms feature memory foam beds for a restful sleep, and the bathroom boasts a spacious shower. Please note that we have a no-pet policy due to allergies. Book your stay today and experience the best of Maine! Registration #: STRR-2021-24

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.

The Roost - lovely one bedroom efficiency unit
Staying at the Roost means you will be 15 minutes to the ocean, the airport and to the Old Port; 10 minutes to nearby lakes and rivers; 5 minutes to everything downtown Westbrook has to offer, including many restaurants, parks, live music venues, shopping and a movie theater: what you are looking for is nearby! Kick back and relax in this calm, stylish space with a queen-sized bed, kitchenette, dining/work area, excellent wifi, a full bathroom and a big yard.

Modern Brunswick Tiny Home near Bowdoin & Downtown
A lofted bed space with additional optional pull out couch fitted with ergonomic foam mattresses. This space has air conditioning as well as heat and amazing natural light. Brand new bathroom with rain shower head! A full kitchen with mini fridge, separate freezer space, oven, stove and coffee/tea supplies. Centrally located in Brunswick, and quiet! Right across from Bowdoin’s Whittier Field, and 10 minute walk to Maine Street.

Cottage Under a Crabapple Tree
Steps from extensive nature trails and wildflower meadows, this quaint studio cottage is nestled conveniently between the restaurants and breweries of Portland, the outlet shopping of Freeport, and miles and miles of rocky coastline. Perfect for a quiet Maine getaway, lodging near Cumberland fairgrounds and other local attractions, or a visit to family and friends in the area.

Sanctuary in the City
Welcome to our sanctuary in the city. Conveniently located just off the I-95, our spacious one-bedroom suite offers a queen bed, bath with cedar sauna, kitchenette, private yard with pergola, and laundry. Enjoy quick access to a range of local shops & restaurants, endless outdoor activities, and convenient access to Portland and Southern Maine’s coastal region.

Great Goat Get-away in Southern Maine!
This quiet and cozy house is located in the woods at the renowned Ten Apple Farm. Centrally located in Southern ME, we're just a short drive from Portland, lakes, ski areas, LL Bean and more! On the farm you can meet and interact with our herd of goats, sheep, pigs and chickens, learn to milk, collect eggs, and arrange on of our famous goat hikes!
Popular amenities for New Gloucester family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy, Efficiency Apartment with Hot Tub

LUX Designer Private Waterfront

Solar Suite surrounded by Nature

Downtown Hideaway-Loft HotTub Modern Clean Private

Cozy Log Cabin mtn views, hot tub, fireplace

Cozy Rock Cabin #thewaylifeshouldbe

Loft Apartment on Tree-Lined Street in Falmouth

Amazing Bay View Home with Hot Tub
Family- and pet-friendly home rentals

Forest Bathing: Off-Grid Tiny Home, Pond w/ Kayak

Cheerful spacious updated 1825 Maine Farmhouse!

Mountain View Studio

Yurt on Chebeague Island

Steep Falls Escape, river & falls just steps away

Rustic Pebble Cottage in beautiful Bridgton, Maine

The Nest! VERY CLEAN! Near downtown! Self check-in

Charming Cottage With Spectacular Water View
Family-friendly home rentals with a pool

Cozy Studio Flat, Belgrade Lakes Region

Mountain Vacation*Attitash*Cranmore*Wildcat

Family friendly + Mountain Views @amountainplace

NoCo Village King/kitchenette

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Cozy, clean, 2nd floor condo in Conway, NH!

Romantic New England Historic Schoolhouse c1866

Cozy Family Retreat with Saco River Access
Quick stats about holiday rentals that are family-friendly in New Gloucester

Total holiday rentals
Explore 40 holiday rentals in New Gloucester

Nightly prices starting at
New Gloucester holiday rentals start at $154 SGD per night before taxes and fees

Verified guest reviews
Over 1,760 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of New Gloucester holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across New Gloucester rentals

4.8 Average rating
New Gloucester stays are highly rated by guests – averaging 4.8 out of 5!
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- Rentals with outdoor seating New Gloucester
- Rentals with a patio New Gloucester
- Pet-friendly rentals New Gloucester
- Rentals with a firepit New Gloucester
- Rentals with a fireplace New Gloucester
- House rentals New Gloucester
- Rentals with lake access New Gloucester
- Rentals with a washing machine and dryer New Gloucester
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- Family-friendly rentals Cumberland County
- Family-friendly rentals Maine
- Family-friendly rentals United States
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