
Vacation rentals with a kayak in Raymond
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House rentals with a kayak

Lakefront summer getaway cabin for 6
We had a great week at the cabin! The view is amazing and it was so relaxing. Courtney was very responsive and attentive. Highly recommend for a cozy getaway in a beautiful setting.

New Waterfront |Near the White Mountains |Firepit
Just got back from our weekend stay . Beautiful space that looked just like the photos. House was spotless. The house is located in a very peaceful and private area. Our family enjoyed the kayaks on the pond during the day and the fire pit on the deck at night . Very relaxing weekend .

Cozy Getaway w/ Boat Launch & Kayaks
This was our second trip to the Cove in Naples, Maine. We loved the fall colors and the sunshine on the water at the beach! My sister-in-law from California joined us to leaf peep and explore the surrounding area. Stephanie is always so kind. Had a card and a box of treats to help us celebrate our anniversary. The house is very relaxing and cozy, the neighbors are friendly and the lake is beautiful.

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!
We had a great stay at Julie’s beautiful home. Her home was even nicer than the pictures. Great kitchen with everything you could possibly need. Open layout so we can all converse no matter what we were doing. Beds were comfortable. But the outside stole the show. The upper deck was spacious and had great views. The hot tub was just what we needed. Then you walk down to the dock and there is enough space for everyone to lay out. Lots of kayaks and paddle boat. Had fun exploring and fishing the lake. Perfect home for families to come together and catch up!! Oh, and the lower level was perfect with ping pong, foosball and tv for late night fun!! Would recommend to anyone wanting to be in the lake region of NH.

Kayak to the Causeway-50s cottage with modern vibe
This has been by far the nicest place we have stayed. Super clean and nicely decorated. Wonderful communication by the hosts. Perfect weekend getaway.

Trickey Moose Family Retreat | Firepit Kayaks
We booked Trickey Moose to spend quality time with our two Maine teen grandchildren while they were on spring break. The place was perfect for our needs. The home is quite spacious yet offered each of us an element of privacy. We found the home in immaculate condition and stocked with every essential needed. The “community pantry” was a pleasant surprise and was stocked with the few incidental items we hadn’t brought along. The ping pong and air hockey tables created a friendly competition between the grandkids and grandparents. Great memories were made…. only wish we could have stayed longer.

Waterview Lake House
Beautiful spot! Far enough from everything to feel private and peaceful but not so far that it's inconvenient. Nice and clean. Would stay here again.

Waterfront Farmhouse with Modern Flair!
We loved our stay (late May, 2025). The weather did not cooperate but the house was perfect. Thank you Debbi!
Cottage rentals with a kayak

Smokey Pines Camp
Smokey pines is the perfect getaway. It's private, secluded yet close to the towns and people we want to visit. It feels homey and comfortable and has all the amenities required. We'll definitely be back!

Cottage on the lake! Includes kayaks & rowboat!
we had the most peaceful and relaxing time. The cottage was adorable, clean and had everything you needed. The beds are so comfortable we have never slept so good away from home. the views of the lake are gorgeous 😍 we will be back for sure. The host was amazing as well giving recommendations of whats in the area and a sweet welcome basket.

Cozy camp near highland lake
Lori was a wonderful host for our trip up to Maine. My girlfriend and I enjoyed doing yoga in the entrance room when it rained and a nice sunrise kayak trip out on the lake across the street. My in-laws stayed with us too and we all had great laughs together and enjoyed good food all weekend long.

20ft from the Water with Mountain View!
Loved our stay at this peaceful lake. The house is perfect- cozy and has everything you need. We loved paddleboarding and the access to cute downtown North Conway is ideal!

Cozy waterfront home on Merrymeeting Bay.
Loved our time here! It’s about a 40 minute drive from Portland and then 5-10 from Brunswick. The neighborhood is quiet and perfect, exactly what we needed to relax! We loved coming back from Portland and grabbing dinner and gelato in Brunswick, such a nice way to unwind from a long day. Highly recommend and would love to stay here again :)

Peaceful Lakeside Maine Retreat
Janet’s place in Standish was great and we could not have asked for a better host. Apart from the home itself, Janet was very friendly and responsive. She even proactively offered early check in / late check out, extremely unexpected and appreciated! Would absolutely recommend this BNB 10 times out of 10.

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!

Lakefront, Beach Private, Amazing Views, & pets!
Helen was actually wonderful. She returned calls and everything. It was a great place to stay beautiful and hope to stay there again someday.
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
We have stayed at Jackies place twice now and enjoyed it just as much this time as the last. Even though it rained for two days the house is plenty big enough to spread out. We had to change our reservation days twice because of circumstances and Jackie was very accomidating..

Merrymeeting Midcoast Cabin
This was my second time staying at Terrill’s place and it was just as lovely as I remembered! It’s such a peaceful place, surrounded by natural beauty, to relax and unwind. I’ll definitely be back again!

Scenic Lake and Ski Chalet: Hot Tub & Dreamy Views
Me and my friends we were group of five. We enjoyed our stay at their place. It was amazing view by the lake side. The hot tub and kayaking experience was totally awesome. We will never forget our trip to Hampshire because of this beautiful house.

Lakeside Cabin Nestled in the Pines
Beautiful place. Lovely decorated. I would say that it is probably a little expensive for staying there in the winter/ fall time. Only one of us could sit on the couch at a time due to its location by the tv. The shower is really small and there is no room for toiletries in the bathroom at all. There is a rack but I had to keep all my bathroom stuff in bags the entire time because it is just lacking in space. I would think The price is worth it if you’re staying there in the summer and get to use the lake.

Get away at Crystal Lake
Wonderful Stay in a Great Location! Zak and Emily’s house was exactly as described. It has a fully equipped kitchen, a grill, and a fire pit outside, making it perfect for relaxing evenings. The house is stocked with towels and other essentials, so we had everything we needed. There’s also a ping pong table, which was a lot of fun, and a great collection of movies for entertainment. Check-in was super easy, and the house is conveniently located across from Crystal Lake, offering a peaceful and scenic setting. Communication with Zak and Emily was excellent—they responded quickly and were very accommodating. Overall, it was a fantastic experience, and I would highly recommend staying here for a peaceful getaway. Thanks again, Zak and Emily!

Private cabin w hot tub,skiing,firepit & mountains
We absolutely loved our stay at Alexa’s cabin. We enjoyed the hot tub, fully stocked kitchen, and truly felt like we could disconnect from the world to connect with those around us. Alexa was a great communicator, provided detailed instructions and local recommendations that were spot on. Don’t hesitate to book this Bridgton escape!

Bear Cabin
This was the perfect location for my husband and in laws. It was so peaceful. Thank you for a beautiful place to vacation.
Quick stats about vacation rentals with a kayak in Raymond
Total rentals
80 properties
Nightly prices starting at
ﺩ.ﺇ184 before taxes and fees
Total number of reviews
2.5K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
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- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- Sunday River Resort
- Story Land
- Attitash Mountain Resort
- Popham Beach State Park
- Surfside Beach
- Pemaquid Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Coastal Maine Botanical Gardens
- East End Beach
- Cranmore Mountain Resort
- Ferry Beach
- Palace Playland
- Cliff House Beach
- Pemaquid Point Lighthouse
- King Pine Ski Area
- Purity Spring Resort
- Diana's Baths
- Ogunquit Playhouse
- Parsons Beach