
Vacation rentals with a kayak in Gray
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Top-rated kayak rentals in Gray
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House rentals with a kayak

Private oasis on Lake Mousam all season activities
Great house and location. This was my 2nd time staying here and will definitely be coming back again.

2 Acre Waterfront w/Canoes & Kayaks, Game Room
I love coming to Maine, and this was my first time staying at Rob's place—it was beautiful! Rob was more than accommodating and incredibly hospitable. The home is gorgeous, super clean, cozy, and very private. The game room was such a fun bonus! It was the perfect little getaway. Thank you so much, Rob, for everything! I will definitely be keeping this place in mind for future visits!

Lakehouse with 100ft of private waterfront
My wife and I spent our first year anniversary in this wonderful home. We had a great time enjoying the fall colors and over looking the beautiful pond, especially in the morning as the fog broke. Within 15 minutes there were several grocery shopping options, restaurants, and breweries. Perfect balance of being in a quiet setting but having amenities nearby. Would recommend and hope to go back next autumn!

Lakefront HotTub, Fireplace, Shop, Ski, Hike, Swim
The place is clearly well taken care of with attention to detail. This would be a great place any time of year. Miriam and the home were very accommodating. I would return to this location with great peace of mind.

Open concept 4 bedroom Lakehouse
Great winter weekend stay in Maine, the house was very cozy and perfect for our group. The location is perfect for access to the ski mountains and the town as well. Overall highly recommend Roman’s place, I’m sure it is just as beautiful in the summer!

LUX Designer Private Waterfront
This place was a small slice of peaceful serenity, exactly as described and pictured. It was immaculately kept, feeling brand new. The kitchen had a pleasant "pay it forward" vibe with items left by previous guests, which made it easy to contribute for future visitors. Although the house got cold on a snowy day (as others noted), one of the provided space heaters quickly warmed it to a comfortable temperature. I would definitely return for another peaceful weekend, and I imagine it would be even more amazing in the fall or summer.

2 BR Waterfront house with stunning view.
This was a really nice house on a beautiful lake. The beds were comfortable and there were enough to accommodate us. It was very clean and easy to enjoy your stay. We really enjoyed our stay.

Secluded Lakehouse/2 private docks*Hottub*big yard
We had a wonderful stay at this home for a mother daughter weekend end of March. Great location for each of us coming from different states in New England. The home was very clean, each of us commented on how comfortable the beds were, also loved the good quality linens. The huge dining table was unique for a rental and was awesome for sharing meals and doing arts & crafts. Lots of space and seating in the living room as well. Highly recommend staying here!
Cottage rentals with a kayak

Lovely cottage on Sunrise Lake, Middleton, NH.
Another wonderfully relaxing stay! We really enjoyed the new screened in porch for morning coffee, late afternoon snacks, and evening games. The rainy days were just as lovely as the beautiful ones. We enjoyed the cozy gas stove on the cooler days, and we just couldn't have been more delighted by the welcome note and gift upon our arrival.

20ft from the Water with Mountain View!
Amazing view! Super cute, cozy space. Perfect for a weekend getaway!

Near Waterville | Lake Great Pond | Dog Friendly
We had a wonderful stay with our family and we were happy our dogs were welcome to come with us.

Waterfront Cottage
Amazing place, it was exactly what we needed.

Cozy waterfront home on Merrymeeting Bay.
Such a beautiful location. We loved seeing the sunrise and the moon on the water. It was like our own little retreat.

RK North : All season Waterfront cottage with dock
It was overall a tremendous experience. I would definitely recommend it!

Loons Rest – Maine Quintessential Cottage
Loons Rest was the perfect get away spot for our 40th anniversary. We were lucky to enjoy the swimming dock in mid September as the daytime temperatures were in the upper 70's to low 80's. The lake was pristine and was warm enough for swimming still. We enjoyed watching and hearing the loons as well as the eagles and kingfishers. We loved the outdoor fire pit when the evenings turned cool as well as the indoor fireplace which is a work of art! Also the was plenty of well seasoned firewood. Everything about this place is very well thought out. If they don't have it you don't need it! The kitchen was well equipped and we were happy to find that there was everything we needed to prepare pizzas to cook on our solo stove pizza oven that we had brought along! John is a great host and responded quickly to any questions we had. Would highly recommend Loons Rest to anyone who is looking for a peaceful and relaxing spot to vacation.

Peaceful Cottage on Maine Flower Farm
Perfect fall cottage so close to Portland! The cottage is so peaceful and quiet. But so close to Portland but you wouldn’t even know it. The farm is lovely and we took a walk down to the river on the property, it was so peaceful and so much land! If you are looking for a get away from a city, but want to be able to explore Portland and Kennybunks, this was the perfect spot. I don’t know if I’ve slept that good all year. Would definitely come back again. And we love Trooper the dog!
Cabin rentals with a kayak

Sunday River & Lake Chalet, 2 Kitchens, Hot Tub
My friends and I had a great time relaxing at this beautiful place. Aqeel and Michelle were extremely responsive and helpful when necessary. We would stay again!

McKeen's Riverside Retreat
The cabin was just as advertised. A quiet clean space!!

Rustic Family Cabin on China Lake
I loved this place! Enjoying coffee and meals outside on the deck overlooking the lake and beautiful surroundings of nature. I felt safe there and was a charming neighborhood. I loved that there were boats to use and a dock to watch sunset an autumn harvest moon over lake! Jess was the perfect host and made sure everything was great when I arrived. She was very helpful when I had any questions and I am looking so forward to going back there again! Thank you Jess for sharing this wonderful place!!!

Rustic, cozy cabin on Sebago Lake. A hidden gem.
Came for the Fall colors; left in love with the place! Small but delightful. Cluttered in the most fantastical way. Nestled in paradise. Bonnie is so nice and friendly! Pay attention to the fact that the toilet is not attached to house. Short walk to privet and very clean!

Get away at Crystal Lake
Great cabin, location, and hosts. Our group had a great time coming back for our second trip here and would highly recommend. 5 stars all around.

Private cabin w hot tub,skiing,firepit & mountains
The layout of the house allows for ease of wanting to switch from social and open to some relaxing privacy if needed. If you’re looking for a peaceful getaway, this place is perfect.

Bear Cabin
The cabin was so beautiful and peaceful. The area wasn't too far from everything, location amazing. It was very quiet and just what we needed to reset. I definitely recommend if you are looking to get away and want to be close to North Conway. The pictures were exactly what you will see when you get there. Absolutely no complaints on our stay at the cabin. We enjoyed the pool table, the dart board and hot tub. We didn't get to light a fire outside which would have been nice but we ran out of time, still very much enjoyed the area. Friendly neighbors while driving through the road.

Riverfront cabin between Portland & White Mtns.
What a beautiful thoughtful place! There were games to enjoy, a kayak, a wood stove inside, and fire pit outside. This place was such a beautiful gem!
Quick stats about vacation rentals with a kayak in Gray
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ514 before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Wells Beach
- Sunday River Resort
- Attitash Mountain Resort
- Story Land
- Cranmore Mountain Resort
- Ogunquit Playhouse
- East End Beach
- Surfside Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Popham Beach State Park
- Belgrade Lakes Golf Club
- Purity Spring Resort
- Mt. Abram
- King Pine Ski Area
- Diana's Baths
- Parsons Beach
- Portland Museum of Art
- Mothers Beach
- Ferry Beach
- Pemaquid Beach
- Coastal Maine Botanical Gardens
- Jackson Xc
- Cliff House Beach