
Vacation rentals with outdoor seating in Gray
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Top-rated outdoor seating rentals in Gray
Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

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.

Cozy SoPo Condo
Welcome to this cozy one-bedroom apartment in Ferry Village, South Portland, Maine. This charming neighborhood is located just across the Casco Bay from Portland, and it's the perfect place to relax and admire the natural beauty of Maine. Enjoy a tour of our gardens and relax on the string light lit patio. The apartment is located on a quiet street, less than a mile walk from Willard Beach. Take a walk on the Greenway to Bug Light park or towards Knightville for some food and drink options.

Dreamy Post&Beam Hideaway Near Portland & Freeport
Escape to a dreamy timber-frame cottage tucked in Maine’s woods! Soaring beams, radiant-heated floors, a king loft bed, and a crackling fire pit await. Sip coffee on one of the two decks, hike Bradbury Mountain (3 minutes away), shop Freeport (10 minutes away), or dine in Portland (20 minutes away)—then return to your cozy hideaway under the stars. Full kitchen, vaulted ceilings, radiant heat floors, private driveway, fire pit and peaceful forest views make it the perfect year-round retreat.

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.

Relax by a Quiet Lake
Charming lakeside cottage only 29' from the waterline, w/65' of private waterfront. The cottage is a 3-season, classic L.C. Andrews, log-sided Maine summer lake home. Cozy atmosphere and a wonderful enclosed porch with amazing waterfront views. Enjoy fishing off the dock, hiking, canoeing, campfire, and exploring surrounding areas. Air conditioning units will ensure your comfort on warm summer nights and high-speed internet will keep your devices connected. Furnishings are family mix.

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.

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.

Modern cozy cottage in historic coastal Maine
Contemporary, newly-renovated cottage between Portland and Freeport. Spotless interior w/ full kitchen, Netflix/AppleTV+, premium Tuft+Needle bed, and washer/dryer. EV charging available. Walk down Main Street to shops, restaurants, and the scenic Royal River. Easy drives to downhill skiing and iconic beaches, Portland's renowned restaurants, LL Bean flagship, and top-rated Maine Brewing. Half way between Boston and Sugarloaf. Your ideal base for Maine adventures.

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.

Rustic charm close to Portland
Peaceful and private. My home is a country getaway with unique charm and has a feeling like no other. Just voted the safest town to live in Maine, located close to downtown Portland, the Portland Jet Port, Freeport, beautiful Maine beaches, apple orchards, a Gorgeous wedding venue a mile away called Caswell Farm and close to trails for hiking, my home has many options. It's a great spot for a group of 6 or a couple of 2 to unwind.

Cottage on Black Brook Preserve
This charming cottage is thoughtfully furnished, it's your home away from home! Clean and cozy, one bedroom with queen size bed and full kitchen. Sit in front of the gas fireplace or on your own private deck overlooking the 105 acres of Black Brook Preserve. Take a hike, snowshoe or cross-country ski right outside your door. We now have new sofa, bed, refrigerator, stove, as well as shower and bathroom flooring.

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.
Popular amenities for Gray outdoor seating rentals
House rentals with outdoor seating

Lakefront Getaway

Lake House with a View!

Beautiful Winter River Retreat

Sunny 2-BR 5 min to Bates & River Trails

Kayak to the Causeway-50s cottage with modern vibe

Dreamy Mountain Views w/ Hot Tub + Wood Stove

Amazing Bay View Home with Hot Tub

Higgins Beach *New* Beach Home & Private Offices
Apartment rentals with outdoor seating

Harborview - Curated East End Escape w/ Parking

Bright & Sunny Apartment with Patio

Ultra Clean 3-Bed, High Speed Internet by the Prom

Cape Elizabeth Garden Apt+Beach+Close to Portland!

Peaceful & Cozy Falmouth Getaway

Quiet Neighborhood Apt – Clean, Safe, w/ Parking

Open Concept Loft in the Heart of Downtown Center

Boutique BnB in The Heart of East End Portland!
Condo rentals with outdoor seating

Charming, newly remodeled space atop Munjoy Hill.

Oceanfront Condo with Awesome Views

Modern Industrial Beach Cottage

Cozy condo with North Conway at your finger tips!

Cozy condo by the beach!

Top Of The Line Stay!

Comfy condo with loft by the beach!

Sunday River Locke Mountain Ski In/ Ski Out Pool
When is the best time to visit Gray?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ746 | ﺩ.ﺇ676 | ﺩ.ﺇ668 | ﺩ.ﺇ735 | ﺩ.ﺇ870 | ﺩ.ﺇ1,102 | ﺩ.ﺇ1,172 | ﺩ.ﺇ1,285 | ﺩ.ﺇ1,006 | ﺩ.ﺇ918 | ﺩ.ﺇ735 | ﺩ.ﺇ760 |
| 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 with outdoor seating in Gray

Total vacation rentals
Explore 60 vacation rentals in Gray

Nightly prices starting at
Gray vacation rentals start at ﺩ.ﺇ331 per night before taxes and fees

Verified guest reviews
Over 3,250 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 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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- Cottage rentals Gray
- Pet-friendly rentals Gray
- Waterfront rentals Gray
- Rentals with beach access Gray
- House rentals Gray
- Rentals with a patio Gray
- Family-friendly rentals Gray
- Rentals with a kayak Gray
- Rentals with lake access Gray
- Rentals with a fireplace Gray
- Rentals with a fire pit Gray
- Rentals with a washer and dryer Gray
- Rentals with outdoor seating Cumberland County
- Rentals with outdoor seating Maine
- Rentals with outdoor seating United States
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Story Land
- Sunday River Resort
- Scarborough Beach
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- East End Beach
- Pemaquid Point Lighthouse
- Diana's Baths
- King Pine Ski Area
- Dunegrass Golf Club
- Belgrade Lakes Golf Club
- Willard Beach
- Funtown Splashtown USA
- Coastal Maine Botanical Gardens
- Gooch's Beach
- Parsons Beach
- Wolfe's Neck Woods State Park
- Cliff House Beach
- Crescent Beach State Park
- Ferry Beach




