
Waterfront vacation rentals in Gray
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Top-rated waterfront rentals in Gray
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Relax by a Quiet Lake
Charming lakeside cottage only 29' from the water on Panther Pond, 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.

Peaceful Lakeside Maine Retreat
Beautiful and peaceful lakeside retreat in Maine. With plenty of space for you and your family or friends to spread out and relax, this fully updated home has all of the features you'll need to enjoy your vacation on the water. Available for winter ice fishing, or get away from it all while working remotely using our reliable WiFi. Only half an hour from Portland's lighthouses and exceptional seafood and craft beer and two hours from Boston. Come and experience Maine - "the way life should be!"

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.

Luxury Year-round Treehouse with private hot tub
Skyframe is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

Lobstermen's ocean-front cottage
Be our guests & experience the life & beauty of Midcoast Maine. Relax & enjoy the views, warm up in the sauna or go for a refreshing dip. The cottage is part of an over 100 year old working lobstering, and now oyster farming property we call, Gurnet Village. Located right on historic Route 24, we are conveniently situated between Brunswick & the islands of Harpswell. All rooms have ocean views. The tidal beach & the floating dock (May-Dec) is ideal for seasonal fishing, lounging & swimming.

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.

The Loons' Nest: Lakefront oasis w/ private dock
Welcome to Maine. Enjoy the peace and tranquility of Maines pristine lakes, at our modern Scandinavian lakefront home. On a PRIVATE lake, nestled in the heart of the Maine countryside. This charming retreat offers a peaceful getaway, perfect for those looking to escape the hustle and bustle of city life. The whole group will enjoy easy access to Maines world famous food scene. Enjoy a private dock with stunning views where you can swim, fish, or launch a host-provided kayak or canoe.

LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

The Loon's Nest Cottage
Located only 30 minutes from Portland this adorable and cozy cottage sits 10 feet from Watchic Lake. Listen to the loons all day, paddle to an island, stare at the glassy lake from the breakfast nook, swim forever, read a book in the screened-in porch or toast marshmallows in the firepit, whichever it may be you'll simply enjoy the peace and tranquility of this very private Maine lake house nestled in the woods. If you’re feeling like a hike, a dinner out there are options a plenty!

Nebi—Private Yacht on Scenic Damariscotta River
With warm wood interior, Nebi has the comfort of a home and a 360-degree view of the tidal Damariscotta River. Experience a unique Maine adventure, swim right off the boat, or paddle the inclusive kayaks downriver to view everything from seals to ospreys and oyster farms. The quaint twin villages of Damariscotta - Newcastle are a 2-minute stroll away from the private marina with charming restaurants, galleries and a short drive to gorgeous lighthouses, walking trails and beaches.

Rustic, cozy cabin on Sebago Lake. A hidden gem.
Step out of the screened in patio to lakeside relaxation. Dive into crystal waters, snorkel or float with a cool beverage. Kayak or canoe out to Turtle Cove and enjoy the wildlife in this natural waterway teeming with birds to include our resident Blue Heron, ducks, geese, and loons who make this place their home. We have the fortune of bald eagles in several tall pines. Turtles sunning on doting rocks and lily pads in bloom greet us each day. It is a natural water landscape.

Panoramic Water Views on the Sheepscot
From our living room a wall of windows take in the expansive views of Barter's Island upward to the ocean. Relax on the sunny deck, listen to the birds and lobster boats and watch the seals on the ledge at low tide. Take a walk for breathtaking scenic views of the Sheepscott river. Bring your books, bikes and kayaks. Westport Island offers several preserves for hiking, a local brewery and is a central location to visit many nearby midcoast sights and activities.
Popular amenities for Gray waterfront rentals
Waterfront apartment rentals

62 Views

Stunning Royal Richmond 2 Br Apartment Get Away!

Sail Loft: Oceanfront Apartment on a Pier.

Shore House, Posey Unit - Ocean Front Property

Cottrill House on Damariscotta River #2

Cape Arundel Cottage 1 mile to downtown KPT

Penthouse Two Master Waterfront Suite with Rooftop

Parkside Retreat on Portland's Eastern Promenade
Waterfront house rentals

Mirror Pond Cottage

Beautiful lake-side home close to Portland Maine

Modern 4-Season Escape w/ Mtn Views, A/C & Firepit

Oak Leaf

Coastal Maine Waterfront Retreat

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit

Lakefront: Private Hot Tub, Sauna & Free Massages!

Higgins Beach *New* Beach Home & Private Offices
Waterfront condo rentals

Charming, newly remodeled space atop Munjoy Hill.

Luxury Beach Front Condo! Prime Location!

Don’t miss out, book your ski trip now!

Oceanfront Condo with Awesome Views

Two-Bedroom Condo on the Wells/Ogunquit town-line

The Brunswick

Cozy Fireplaced Mountain King Suite w/Hot Tubs & P

Steps to Beach Private Parking Sleeps 4
When is the best time to visit Gray?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 215 | € 173 | € 216 | € 195 | € 205 | € 264 | € 303 | € 332 | € 264 | € 238 | € 242 | € 238 |
| 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 waterfront rentals in Gray

Total vacation rentals
Explore 40 vacation rentals in Gray

Nightly prices starting at
Gray vacation rentals start at € 104 per night before taxes and fees

Verified guest reviews
Over 2,010 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 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
- Rentals with a patio Gray
- Family-friendly rentals Gray
- House rentals Gray
- Rentals with a kayak Gray
- Cottage rentals Gray
- Rentals with beach access Gray
- Pet-friendly rentals Gray
- Rentals with outdoor seating Gray
- Rentals with a fireplace Gray
- Rentals with a fire pit Gray
- Rentals with a washer and dryer Gray
- Waterfront rentals Cumberland County
- Waterfront rentals Maine
- Waterfront rentals United States
- Sebago Lake
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- Wells Beach
- Story Land
- Sunday River Resort
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- Popham Beach State Park
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- Diana's Baths
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- Crescent Beach State Park
- Coastal Maine Botanical Gardens
- Wolfe's Neck Woods State Park
- Pleasant Mountain Ski Area
- Footbridge Beach
- Conway Scenic Railroad




