
House holiday rentals in Gray
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Top-rated house rentals in Gray
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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!

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.

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.

Oceanfront w/ Stunning views and Private Deck☀️🏖
Welcome to the Beach House on the Rocks, your very own oceanfront retreat! This beautiful, 1350 sq ft house is nestled right next to the ocean. With panoramic views and the ocean just steps away, you won’t forget this one of a kind experience. Tucked away in the hidden gem of Camp Ellis, you’ll enjoy a lively beach scene in the summer and a tranquil retreat in the off season. Just a short trip away to Old Orchard Beach and 30 min to Portland you’ll never be in need of fun activities.

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.

The Modern Lakehouse
This modern lakehouse is situated on Hogan Pond in Oxford Maine. Here you can stay with all the comforts of a beautiful lakehouse built in 2020 while being feet from the water. This is a great place to vacation whether you prefer the private sandy beach, the A/C inside complete with Smart TV cable and Wifi, or the hottub! Sip a drink at the bar while watching the game or use the grill on the deck but be sure to use the built in sound system to play your music throughout the house and deck.

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit
Escape to Camp Sweden, an eco-friendly waterfront sanctuary in the foothills of the White Mountains. Paddle across the private pond, go for a hike in the Mountains nearby, or jump in the new outdoor panoramic barrel sauna and let your worries evaporate away. Enjoy a unique and rejuvenating experience that connects you to nature without sacrificing comfort. This retreat offers all-season enjoyment for nature lovers and outdoor enthusiasts alike. Experience Maine’s beauty today

Hallowell Hilltop Home and Hot Tub
Discover this newly renovated 2-bedroom, 1-bathroom home in a quiet family-friendly neighborhood in Hallowell. This home's rustic-modern design, natural light, and all-new amenities make it a perfect getaway. Relax in the hot tub, grill on the deck, enjoy the backyard or visit downtown Hallowell and explore its restaurants, cafes, live music and antique shops. This home is also minutes away from several hiking and walking trails that can all be found in our guidebook.

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.

Wren Cabin + Wood fired Sauna
We built the Wren Cabin to be a serene space filled with light and art and with lots of cozy details. Lofted ceilings, a spiral staircase and large open concept with lofted bedroom. The cabin also has a gorgeous wood-fired sauna for those colder days. Wren cabin has a large wraparound deck for relaxing and an outdoor fire pit, as well as shared access to Adams Pond. The space is modern Scandinavian, light and aery, and filled with thoughtful details.
Popular amenities for house rentals in Gray
House rentals with a pool

Willow Creek Homestead Indoor Pool Lake Access

Locke Lake Waterfront Escape

Cozy Maine Church • Fire Pit • Hammock • WoodStove

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Designers Dream Home with Pool!

There's No Place Like Home

Fireplaced Mountain King Suite w/Hot Tubs & Pools

Bear Brook House
Weekly house rentals

The Lazy Hummingbird - Little Sebago Home w/ Sauna

Maine Vacation Home on the Water

cozy 3 bedroom ranch with deck and screen porch

Little Sebago Lake with boat dock

Cozy Lakefront Cabin-Private Dock-Kayaks-Firepit

Lakefront | Dock + Fire Pit Near Sebago & Portland

Cozy 1BR w/ water access

Moody Farm Retreat
Private house rentals

Waterfront Cottage in Freeport

Thomas Pond, Casco, Maine

Year Round Lake House!

Forest Lake Cottage

Old Bell Tavern-Chef's Kitchen, Deck, Maine Magic

Remodeled Lakefront on Little Sebago w dock+kayaks

Arthur's Place-on Jordan Bay Sebago Lake

Knotty Pine Cabin in the Pines
When is the best time to visit Gray?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $264 SGD | $260 SGD | $252 SGD | $286 SGD | $325 SGD | $402 SGD | $423 SGD | $500 SGD | $390 SGD | $325 SGD | $260 SGD | $269 SGD |
| 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 house rentals in Gray

Total holiday rentals
Explore 60 holiday rentals in Gray

Nightly prices starting at
Gray holiday rentals start at $91 SGD per night before taxes and fees

Verified guest reviews
Over 1,660 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
60 of Gray holiday rentals include wifi 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 a fireplace Gray
- Rentals with outdoor seating Gray
- Rentals with a washing machine and dryer Gray
- Pet-friendly rentals Gray
- Rentals with a firepit Gray
- Rentals with a patio Gray
- Cottage rentals Gray
- Rentals with a kayak Gray
- Family-friendly rentals Gray
- Rentals with lake access Gray
- Rentals with beach access Gray
- Waterfront rentals Gray
- House rentals Cumberland County
- House rentals Maine
- House 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
- Coastal Maine Botanical Gardens
- Willard Beach
- King Pine Ski Area
- Wolfe's Neck Woods State Park
- Parsons Beach
- Crescent Beach State Park
- White Lake State Park
- Ferry Beach
- Cliff House Beach




