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

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.

Tree Yurt
The Tree Yurt is quite literally a yurt in the trees. Surrounded by nature, this is YEAR ROUND GLAMPING close to Portland. Water for the outdoor shower and outdoor sink is seasonal Typically May through October. We do provide water for colder months. A main house sits closer to the driveway and There is a chance the house and the yurt will be rented out at the same time. The yurt is about 200 feet from the house and the only shared space is the driveway, so it is actually very private :)

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.

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.

Sunset Haven - Little Sebago Lake
Sunset Haven is a beautiful 3BR, 1.5 bath year round lakeside cottage on Little Sebago Lake in Gray, Maine. It boasts a private beach and water frontage in the heart of Maine's Sebago Lakes Region. Located only about half an hour max from Portland, Maine and the Atlantic coastline, approximately an hour or less from Shawnee Peak and the Sunday River Ski areas, 40 minutes from Oxford Casino, this area is truly a great destination for four season recreation.

Secluded, cozy cabin nestled in the Maine woods
Kick back and relax in this calm, stylish space with a semi-remote cabin experience while keeping the gentle daily living comforts. Right at the edge of the White Mountain National Forest in one direction and in the other direction, a short five minute drive to Kezar Lake this secluded cabin has it all for the nature lover in you! Close to local favorite trailheads for hiking and mountain biking as well having nearby ski mountains and snowmobile trails.

Cozy King bed apt near Portland with free parking
Enjoy a comfortable and relaxing getaway in this charming second-floor studio, owned and operated by a local family. Nestled in a quiet neighborhood, yet just minutes from Downtown Portland with easy access to I-95 and I-295, it offers the perfect mix of peace and convenience. This cozy studio features a brand-new King bed with a fresh mattress and pillows, along with a 3/4 bath—perfect for unwinding after a day of exploring the city or coast.

Cozy cottage near Sebago Lake
Cozy & adorable house (cottage) close to Sebago Lake. Backyard with fire pit. Great for those who like boating, swimming, fishing, skiing, snowmobiling. You are close to everything; Sebago Lake State Parks, several areas to launch a boat or visit one of the area beaches (house does not have lake access but plenty of access nearby). Less than 2 miles from grocery stores & restaurants/bars. Sorry no pets!l

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.

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 Gray family-friendly rentals
Family-friendly home rentals with a hot tub

LUX Designer Private Waterfront

Downtown Hideaway-Loft HotTub Modern Clean Private

Romantic New England Historic Schoolhouse c1866

Cozy Rock Cabin #thewaylifeshouldbe

Loft Apartment on Tree-Lined Street in Falmouth

Amazing Bay View Home with Hot Tub

Apt in Victorian Mansion w/ Hot Tub & Parking

Off-Grid A-Frame - Peaceful w/ Wood Fired Hot Tub
Family- and pet-friendly home rentals

McKeen's Riverside Retreat

Luxurious Mountainside Cabin! Fantastic Views!

THE LILLIPAD.Off-grid A frame. Sebago lake region!

On the water Boathouse!

1000 sq. ft. 1BR+ Apt Close to Town & Nature

Waterfront Private Apartment just 5 min to LLBean!

Mountain View Studio

Rustic Pebble Cottage in beautiful Bridgton, Maine
Family-friendly home rentals with a pool

Attitash Studio | 5min to Storyland| Pools

Cozy Studio Flat, Belgrade Lakes Region

Attitash Retreat

Family friendly + Mountain Views @amountainplace

KimBills’ on the Saco

Bartlett Condo; Great Views, Resort Access

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Poolside Suite-Gateway to Portland
When is the best time to visit Gray?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ826 | ﺩ.ﺇ735 | ﺩ.ﺇ782 | ﺩ.ﺇ735 | ﺩ.ﺇ867 | ﺩ.ﺇ1,120 | ﺩ.ﺇ1,285 | ﺩ.ﺇ1,410 | ﺩ.ﺇ1,102 | ﺩ.ﺇ918 | ﺩ.ﺇ841 | ﺩ.ﺇ826 |
| Avg. temp | -6°C | -4°C | 1°C | 6°C | 12°C | 18°C | 21°C | 20°C | 16°C | 10°C | 4°C | -2°C |
Quick stats about vacation rentals that are family-friendly in Gray

Total vacation rentals
Explore 80 vacation rentals in Gray

Nightly prices starting at
Gray vacation rentals start at ﺩ.ﺇ257 per night before taxes and fees

Verified guest reviews
Over 3,500 verified reviews to help you choose

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
80 of Gray vacation rentals include wi-fi access

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

4.9 Average rating
Gray stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with lake access Gray
- Cottage rentals Gray
- Rentals with a washer and dryer Gray
- Rentals with a fire pit Gray
- Waterfront rentals Gray
- Pet-friendly rentals Gray
- Rentals with a kayak Gray
- Rentals with a fireplace Gray
- Rentals with a patio Gray
- House rentals Gray
- Rentals with outdoor seating Gray
- Rentals with beach access Gray
- Family-friendly rentals Cumberland County
- Family-friendly rentals Maine
- Family-friendly rentals United States
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Story Land
- Scarborough Beach
- Sunday River Resort
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- Diana's Baths
- East End Beach
- Pemaquid Point Lighthouse
- Dunegrass Golf Club
- Funtown Splashtown USA
- Belgrade Lakes Golf Club
- Willard Beach
- King Pine Ski Area
- Coastal Maine Botanical Gardens
- Wolfe's Neck Woods State Park
- Cliff House Beach
- Parsons Beach
- Crescent Beach State Park
- White Lake State Park
- Ferry Beach




