Vacation rentals with a kayak in Raymond

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Popular amenities for Raymond kayak rentals

House rentals with a kayak

Superhost
The image showcases a serene lake view framed by colorful autumn trees, their leaves in shades of red and yellow. A sandy area is visible with a fire pit and several chairs arranged nearby, along with a glimpse of canoes at the water's edge.
Home in Greenwood
4.96 out of 5 average rating, 111 reviews

Lakefront summer getaway cabin for 6

LezlieRating, 5 stars1 week ago
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.
Top guest favorite
A modern exterior of the eco-friendly retreat is displayed, showcasing a sloped roof and large windows. The deck features comfortable seating and steps leading to the welcoming entryway. Surrounding greenery adds a natural backdrop, enhancing the serene atmosphere of the waterfront sanctuary.
Home in Sweden
4.99 out of 5 average rating, 82 reviews

New Waterfront |Near the White Mountains |Firepit

JennRating, 5 stars2 weeks ago
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 .
Guest favorite
A welcoming living area is furnished with a soft sofa and armchair, accompanied by wooden coffee and side tables. Natural light enters through the windows, illuminating the space. Decorative pieces, including a cheerful sunflower accent, enhance the overall ambiance.
Home in Naples
4.95 out of 5 average rating, 22 reviews

Cozy Getaway w/ Boat Launch & Kayaks

BarbaraRating, 5 stars8 months ago
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.
Guest favorite
A scenic lakeside view showcases a sandy beach bordered by tall trees. The calm water reflects the surrounding greenery, while a small fire pit and seating area are visible near the shore, providing a cozy spot to relax and enjoy nature.
Home in Wakefield
4.98 out of 5 average rating, 169 reviews

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!

WendyRating, 5 stars6 days ago
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.
Guest favorite
A fire pit area is surrounded by colorful Adirondack chairs on a gravel path. Large natural stones are placed near the pit. In the background, a cedar-shingled cottage is elevated with a spacious deck and features a green roof amidst a wooded setting.
Home in Naples
4.98 out of 5 average rating, 163 reviews

Kayak to the Causeway-50s cottage with modern vibe

SharonRating, 5 stars1 month ago
This has been by far the nicest place we have stayed. Super clean and nicely decorated. Wonderful communication by the hosts. Perfect weekend getaway.
Top guest favorite
A serene lakeside area is depicted, featuring a grassy shore that meets clear water. Two kayaks are positioned nearby, and a fire pit with seating is set under the shade of green trees. A backdrop of lush foliage enhances the tranquil environment.
Home in Naples
4.91 out of 5 average rating, 44 reviews

Trickey Moose Family Retreat | Firepit Kayaks

JudyRating, 5 stars1 month ago
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.
Guest favorite
A brown-shingled house stands amid tall trees, with a wooden deck extending towards the water. The steps lead down to a pathway lined with shrubs and small plants. The sunlight reflects on the water in the background, highlighting the tranquil setting.
Home in Casco
4.93 out of 5 average rating, 14 reviews

Waterview Lake House

JenniferRating, 5 stars6 months ago
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.
Top guest favorite
Home in Bath
5 out of 5 average rating, 104 reviews

Waterfront Farmhouse with Modern Flair!

BrendanRating, 5 stars2 weeks ago
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

Guest favorite
Cottage in Epsom
4.97 out of 5 average rating, 215 reviews

Smokey Pines Camp

CaryRating, 5 stars2 weeks ago
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!
Guest favorite
A vibrant blue cottage sits nestled among greenery, with a welcoming entrance and an American flag displayed. A dock with two kayaks rests at the water's edge, reflecting the serene lake. A patio area is visible on the upper deck, inviting relaxation.
Cottage in Northwood
4.93 out of 5 average rating, 115 reviews

Cottage on the lake! Includes kayaks & rowboat!

JeanRating, 5 stars3 days ago
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.
Guest favorite
The image captures a serene lakeside view, showcasing the calm water reflecting the vibrant blue sky. Tall trees provide a natural backdrop to a white house set back from the shore, with a wooden deck visible among the greenery.
Cottage in Windham
4.82 out of 5 average rating, 141 reviews

Cozy camp near highland lake

BenRating, 5 stars4 days ago
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.
Guest favorite
A cozy cottage is depicted by the pond, surrounded by tall trees that reflect beautifully on the water's surface. The structure features large windows and a welcoming porch, providing a serene atmosphere amidst nature. Soft light enhances the tranquil setting.
Cottage in Conway
4.94 out of 5 average rating, 345 reviews

20ft from the Water with Mountain View!

AlisonRating, 5 stars4 days ago
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!
Guest favorite
A collection of five kayaks and one canoe is positioned along the shore, next to tall grasses. The vibrant colors of the kayaks contrast against the calm water of Merrymeeting Bay. The serene landscape is framed by trees in the background, illustrating a peaceful outdoor setting.
Cottage in Topsham
4.93 out of 5 average rating, 253 reviews

Cozy waterfront home on Merrymeeting Bay.

EmilyRating, 5 stars1 week ago
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 :)
Guest favorite
Double glass doors open to a view of the serene lakeside, framed by trees. A light-colored, airy interior features a small dining area with white chairs, a cozy seating space, and textured rugs. The natural light enhances the welcoming atmosphere of the space.
Cottage in Standish
4.92 out of 5 average rating, 119 reviews

Peaceful Lakeside Maine Retreat

TeaganRating, 5 stars2 weeks ago
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.
Guest favorite
A single-story cottage is shown with a white wooden exterior and a grey roof. Multiple windows with a dark trim allow natural light in. A gravel pathway leads to the entrance, where a door is framed by steps. A dog rests on the grass nearby.
Cottage in Buxton
4.97 out of 5 average rating, 144 reviews

Peaceful Cottage on Maine Flower Farm

RaeganRating, 5 stars8 months ago
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!
Superhost
A serene view of a lake surrounded by trees, reflecting the clear blue sky. The water's surface appears smooth, indicating calm conditions. The landscape features distant houses among the trees, contributing to a peaceful natural setting.
Cottage in Freedom
4.79 out of 5 average rating, 483 reviews

Lakefront, Beach Private, Amazing Views, & pets!

Leigh AnnRating, 5 stars3 weeks ago
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

Guest favorite
Two kayaks are stored vertically on a wooden shed, with one being a light orange color and the other yellow. Lush greenery surrounds the structure, emphasizing a natural setting. The shed features a white garage door and a metal roof, blending harmoniously with the landscape.
Cabin in Woodstock
4.96 out of 5 average rating, 154 reviews

Sunday River & Lake Chalet, 2 Kitchens, Hot Tub

JenavieveRating, 5 stars3 months ago
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!
Guest favorite
A rustic cabin is shown surrounded by grassy areas, with a picnic table and colorful chairs arranged around a stone fire pit. Lush greenery and flower beds are present, enhancing the natural setting. Outdoor items like canoes are visible along the side of the cabin.
Cabin in Dresden
4.95 out of 5 average rating, 186 reviews

McKeen's Riverside Retreat

KathleenRating, 5 stars1 month ago
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..
Top guest favorite
A rustic cabin features a wooden exterior with stone accents, situated on a grassy area. An open door invites guests inside, while a bright green hammock is strung nearby among the trees. A fire pit is visible in the background, surrounded by natural landscaping.
Cabin in Dresden
4.98 out of 5 average rating, 243 reviews

Merrymeeting Midcoast Cabin

KatherineRating, 5 stars3 weeks ago
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!
Guest favorite
A lakefront chalet is framed by lush trees, featuring a spacious deck with seating and a view of the water. A kayak rests on the sandy shore, leading to a clear lake that reflects the surrounding greenery and the home's inviting design.
Cabin in Barnstead
4.95 out of 5 average rating, 227 reviews

Scenic Lake and Ski Chalet: Hot Tub & Dreamy Views

HamzaRating, 5 stars3 weeks ago
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.
Guest favorite
Cabin in Waterford
4.94 out of 5 average rating, 159 reviews

Lakeside Cabin Nestled in the Pines

LindseyRating, 5 stars7 months ago
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.
Guest favorite
An aerial view captures the serene surroundings near Crystal Lake, showcasing a tree-lined road bordering the water. A private dock is visible, along with lush green foliage emphasizing the natural beauty of the area.
Cabin in Harrison
4.99 out of 5 average rating, 127 reviews

Get away at Crystal Lake

Natalia Wilkin Rating, 5 stars1 month ago
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!
Guest favorite
Cabin in Bridgton
4.92 out of 5 average rating, 128 reviews

Private cabin w hot tub,skiing,firepit & mountains

ChloeRating, 5 stars2 weeks ago
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!
Guest favorite
A brown wooden cabin is set among trees, showcasing large windows that provide natural light. The structure is elevated slightly above ground, with steps leading to a deck that extends outward. A gravel area surrounds the cabin, enhancing the natural landscape.
Cabin in Madison
4.92 out of 5 average rating, 134 reviews

Bear Cabin

AllysiaRating, 5 stars3 days ago
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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