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

Off-Grid Escape. Wood Fired Hot Tub. 4 Kayaks
Relax at this off-grid modern A-Frame cabin on 90 acres in Maine's Lakes Region. The cabin is tucked deep in the woods, far away from everything. 4 kayaks and firewood included. Separate bunk cabin increases sleeping capacity to 10 Wood-Fired Cedar Hot Tub - a relaxing, very unique experience 5+ lakes nearby- excellent swimming and kayaking Cedar throughout cabin, concrete countertops, cedar/concrete shower. Outdoor firepit. Hiking trails. Beaver Pond. Property has private airstrip (51ME)

Luxury Year-round Hobbit House w/ private hot tub
Fern Hollow 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.

Cozy waterfront home on Merrymeeting Bay.
Our cozy cottage is the perfect romantic getaway or quiet retreat in any season. Located on a private rd with scenic waterfront view. Guests can enjoy sitting on the dock (May- October) or the jetty, watch the eagles and Osprey, use our kayaks, do some fishing, walking or biking. Sit by the propane fueled fireplace on a chilly night. Brunswick, home of Bowdoin College and a # of great restaurants and unique shops is just 5 mi. Travel by bus or train to/from Boston. Portland is @ 30 min away.

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.

Forest Bathing: Off-Grid Tiny Home, Pond w/ Kayak
Immerse yourself in our forest and serene pond. Quiet 40-acre commune consists of two tiny house cabins + barn on private pond. Book one of the simple yet elegant cabins/barn for more guests. Modern, off-grid, solar-powered retreat. Two solid glass walls to bring you closer to nature while staying in our simple yet elegant tiny house with all comforts of home. 5 min walk to shared fire pits, kayaks, pond & seasonal picnic shelter. AWD SUV or truck required. Off-grid, so no A/C. Pet fee $89.

The Conscious Cabin | Getaways + Retreats
Your cozy, mountain retreat awaits. Settle by the fire in this thoughtfully renovated log cabin, located in the heart of the White Mountains & less than 10 minutes from downtown North Conway's local shops, restaurants & adventures. Just 5 minutes from hiking Mt. Chocorua, paddling Lake Chocorua & exploring the scenic Kancamagus Highway. Featuring a bedroom, loft, full bathroom, kitchen, tea/coffee bar, fireplace, outdoor shower, firepit & more. Bask in the restorative magic of cabin living.

StreamSide Getaway- HOT TUB / AC/ Wi-Fi
The Streamside Getaway offers a luxurious glamping experience in a new solar and wind-powered Geodome. Equipped with custom furniture, new hot tub,luxury appliances, free high speed wifi, AC/Heat Unit and modern bathroom and kitchen facilities, guests can enjoy a homely and comfortable stay in nature. A glamping site built in 2022 offers a contactless check-in process with a custom key code. Additionally, we have added archery, axe throwing, and kayaks to enhance your outdoor activity!

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!

Mirror Pond Cottage
A sweet space on a pond, this cottage is perfect for those looking for a quiet getaway. We offer swimming, kayaks and a canoe, life jackets along with a raft to float on. Endless fun in the water, with no motors to be heard. This is a quiet spot and we would hate to be responsible for ruining that. We are family friendly and kids are welcome, but please leave the party at the casino (5 minutes away)! The waterfront is sandy and shallow, perfect for young ones to splash around in.

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.

LuxuryTreehouse w/ Hot Tub Near Sunday River
Escape to an authentic luxury treehouse designed by B’Fer Roth of DIY Network’s Treehouse Guys and built by The Treehouse Guys. Hidden on a private wooded road with no neighbors in sight, this unique retreat borders 626 acres of Bucks Ledge Community Forest with 7 miles of trails right outside your door. Enjoy peaceful seclusion just 15 minutes to Sunday River, 5 minutes to Mt. Abram, and 10 minutes to Bethel for the perfect mix of adventure and relaxation.
Popular amenities for Gray kayak rentals
House rentals with a kayak

Fish Tales Cabin

Beautiful lake-side home close to Portland Maine

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit

The Loons' Nest: Lakefront oasis w/ private dock

Kayak to the Causeway-50s cottage with modern vibe

Waterfront Farmhouse with Modern Flair!

Private Oceanfront Home 🔆2 min to Popham ✔️Hot Tub

Sunset & Lake View, Theater, HTub, Xbox, Mini Golf
Cottage rentals with a kayak

Gorgeous Romantic Lakefront Getaway

Rising Tide Times - quintessential Maine cottage

Cottage on the lake! Includes kayaks & rowboat!

Thompson Lake, No Cleaning Fee Pine Point Cottage,

Coastal Waterfront Cottage in West Bath

Waterfront Escape

Cozy Waterfront Cottage w/ Private Dock & Kayaks

The Loon's Nest Cottage
Cabin rentals with a kayak

Sunday River & Lake Chalet, 2 Kitchens, Hot Tub

McKeen's Riverside Retreat

Get away at Crystal Lake

Private cabin with lake access, hot tub & firepit!

Cozy log cabin on private pond, near Reid St Park!

Riverfront cabin between Portland & White Mtns.

Barrett’s Cabin-Lakes Region-Private Trails

Sun&Fun on the Pond! Swim, Fish, Kayak, Paddle
Quick stats about vacation rentals with a kayak in Gray

Total vacation rentals
Explore 30 vacation rentals in Gray

Nightly prices starting at
Gray vacation rentals start at €129 per night before taxes and fees

Verified guest reviews
Over 1,350 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 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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- Family-friendly rentals Gray
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- Rentals with outdoor seating Gray
- Rentals with beach access Gray
- Rentals with a washer and dryer Gray
- Cottage rentals Gray
- Rentals with a patio Gray
- House rentals Gray
- Rentals with lake access Gray
- Rentals with a fire pit Gray
- Rentals with a fireplace Gray
- Pet-friendly rentals Gray
- Rentals with a kayak Cumberland County
- Rentals with a kayak Maine
- Rentals with a kayak United States
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Story Land
- Popham Beach, Phippsburg
- Sunday River Resort
- Scarborough Beach
- Willard Beach
- Pemaquid Beach
- Popham Beach State Park
- East End Beach
- Pemaquid Point Lighthouse
- Cape Neddick Beach
- Gooch's Beach
- King Pine Ski Area
- Cranmore Mountain Resort
- Footbridge Beach
- Wolfe's Neck Woods State Park
- Conway Scenic Railroad
- Coastal Maine Botanical Gardens
- Crescent Beach State Park
- Diana's Baths
- Funtown Splashtown USA
- Pleasant Mountain Ski Area





