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

Twin Mountain River House
The house was beautiful and in a perfect location. Everything was clean and well cared for. The owner was very responsive and detailed—we didn’t need to message them at all during our stay! Would recommend to everyone.

Romantic Mountain Getaway
Great stay, beautiful surroundings. Very peaceful and quiet neighborhood. Everything was as described.

Lakeview | Family-friendly | Stargaze | Relax
Truly an amazing stay! The house was filled with thoughtful additions; is perfect for a girl's/couple's getaway or even a family retreat (stocked with activities for the kids, even a dedicated room/space). The house was clean. The host was very responsive and provided clear instructions for check-in and check-out. Please note, if coming in the rainy season (spring), the road can be muddy and the ground soft. We did rent an AWD vehicle, the road is narrow, but easy to navigate (just take your time). The address (in GPS) was easy to find, partially paved then you will be driving on dirt road, again take your time on the roads (they can be rough). Access to the home was easy. The views are beautiful and relaxing, especially from the upstairs loft bedroom (it did not have curtains as mentioned but honestly during our stay it was a little cloudy, so this was not an issue, all other rooms have shades/curtains). Will be staying here again as soon as possible!! Would highly recommend.

Lakefront Contemporary Home 4 Minutes to Okemo
Thomas and Tanja went over and above with their Airbnb rental home. The kitchen was stocked with everything we needed and even provided extra items like coffee, honey, salt and sugar. The beds had super soft linens and there were more than enough blankets for everyone in the house. The kids adored the XBox in the bunk room and loved having some extra entertainment after skiing. Bathrooms were stocked with toiletries and plush towels. We loved the fireplace and used it every day. Very efficient and easy to use. We were also very thankful for the easy check out directions and flexibility for check-in and check-out times. Highly recommended this cute mountain home.

Cornish-Windsor Bridge Retreat with Amazing Views
We had a lovely stay at Jonathan's place at a pretty much perfect time of year. The views were incredible! The home had a ton of character, and somehow managed to be cozy despite being huge. The view from the shower/bath did not get old! We would definitely recommend to friends and family looking for a getaway.

Pinecone Pond
My family and I just returned home from a wonderful ski vacation! The home was just as pictured and the surroundings were absolutely beautiful!The house was immaculate and the ambiance was warm and welcoming. We had a great time skiing at Mt.Snow (30 minutes),exploring Brattleboro (12 minutes),preparing meals together and just spending quality time with each other! On another note….. Cat and Ed were very responsive and were always available if we had any questions! My family and I are already looking forward to returning next year ! Thank you again for EVERYTHING! Carol and Gene

Nature Lover's Paradise
Had a fantastic time. Went backcountry skiing before work and then worked from his place with multiple people doing zoom calls without issues. Perfect place for us

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
Place was great! Less than 10 minutes to Mount Snow. We had fun playing ping-pong, air hokey, pool, and darts! Relaxed by the wood burning stove. Lots of rooms and beds.
Cottage rentals with a kayak

Charming Lakefront cottage with beautiful views
If you are looking for an idyllic lake house experience, this is it! We could have spent our entire trip just sitting on the porches—upstairs, downstairs, one screened-in porch, and the lovely dock. We used the kayaks and the paddle boat multiple times. The house was perfect for us because we are a close family of three, but if you need privacy from other guests, this wouldn’t be the ideal house as one bedroom opens into the other. The beds are soft and comfortable as is the sofa. Paula and Tim were extremely responsive and helpful. We would absolutely return to this house. It was difficult to leave the gorgeous leaves.

Hillside Cottage @ The Mettawee Retreat
What a lovely cabin! So peaceful and the property is gorgeous. We used it as home base to explore nearby Vermont and visit with friends who own a second home nearby. We loved the porch, jetted tub and comfy king bed. Everything was spotless and the furnishings high quality. Jess and Marv were very responsive and helpful. We've already booked a visit back for foliage season.

Cottage on Lake Dunmore
Exceeded all my expectations. The property was the perfect escape for nature lovers and those seeking a peaceful retreat. One of the standout features was the private fire pit, where we spent every evening roasting marshmallows and making s’mores under the stars. The owners really thought of everything. They provided kayaks for us to explore the calm waters at our leisure, which became a daily adventure. The house itself was immaculate, tastefully decorated with a rustic-chic vibe, and equipped with all the modern comforts you could ask for. Highly recommend!

Waterfront cottage on the shores of Lake Dunmore
The location is peaceful and beautiful. Loved having our morning coffee on the dock overlooking the lake and autumn leaves. Enjoyed kayaking to Paddlers Pub for drinks & food. The cottage is very cozy and just enough space for 2 people.

Kolelemook Cottage!
we were very delighted with the accommodations. the view and area were serene and accommodated both adults and a young child. we will definitely try to reserve again next spring . Gregory was very responsive.

Sandsend Cottage - Lakefront Serenity
Exactly what we were hoping to find - quite and peaceful location surrounded by fruit loop filled foliage. Steph provided clear instructions and guidance to get to any gain access to the property. We feel blessed to have had our family gather to hike, fish, canoe, and cook s’mores by the fire pit. We couldn’t have had a better stay (unless it were a longer stay :). Very grateful!

Vermont Country Cottage(Near Village w/Magic View)
Such a cute little cottage. Close enough to town but far enough to feel secluded. My daughter loved the bunk beds and adored the loft so much especially since it had so many toys. Thanks again!

Bright & Homey 3 bedroom near Killington & Pico
We enjoyed our stay at Madelyn’s place for our weekend ski trip. It was conveniently located close to Killington and was fairly spacious.
Cabin rentals with a kayak

Luxury Cabin#1 Hot Tub Fire Pit Kayak Paddle Board
This is a wonderful, peaceful cabin! We so appreciate Wendi’s attention to detail. The whole design was tastefully done. The hot tub was perfect! You get the feeling of cabin in the woods but in a luxurious way. My husband and I had the perfect getaway weekend!

Charming waterfront 4-bedroom cabin
I have ties to this beautiful lake and feel fortunate for the opportunity to stay at Buttercup. While the camp was built many years ago and still has the original camp charm, it has many updates. ("old school" husband got a kick out of Alexa) It was very comfortable for eight people. There is no A/C but John does have fans. We also brought some of our own, and luckily temps dropped back into the high 70's - mid 80's, so we really didn't need/use all of them. We all loved fishing from the dock and kayaks. The steps down, so you can walk into the lake are great (especially for older people), and not all places have that feature. We cooked dinners 3 times while there, and I can't think of anything that wasn't there to do so. I think the only notable thing (for us) is the parking. The gravel driveway is a little hard to see and go down.( for us flatlanders from FL) There is a parking area at the side of the road by the garage where we parked and let our son from TN park downhill Thanks

Lakeview Cabin on Lake Amherst in Plymouth VT
This was our second stay at this house, we were here last winter as well. The house is great and very convenient location. We prefer Jackson Gore to start and that's very easy to get to from the house. Kitchen was perfect and the plow came to the care is the snow shortly before we left for the slopes when it snowed overnight. As before, the kids really love hanging out on the loft space!!

Cozy Cabin with Lake Access
We had a great time at Molly's cabin. We were looking for a quiet stay and we had that. Lots of walking and hiking. The cabin was just as described snd Molly was a fantastic host. Thank you Molly!

Private post & beam log cabin on Macintosh Pond.
It was perfect for what we wanted! We were giving Grandma an 80th Hallmark Experience. A lot of what we did was in Woodstock and it was a noce 30 min ride to the town, but for us very convenient. We had a family of 14 and we played games in ythe main living room all together. The downstairs was perfect for our older kids to hang out in!

Koselig Cabin: Lakefront cabin w/ stone beach
Lovely peaceful location. Cabin was rustic and charming. Exactly as advertised.

Outside Inn - Hot Tub/Killington/MtnTop Inn/VAST
Absolutely charming cabin! We had a wonderful time relaxing in the hot tub, cooking meals in the kitchen, and using the home as a base to ski and explore Vermont! It was snowy when we went, and we would definitely recommend AWD for getting up the driveway, but Nicole was very helpful in making sure it was plowed and sanded.

Fairlee Log Cabin
We had an amazing stay! The house was perfect for us and our dogs—plenty of room to relax, a fully stocked kitchen, and super comfortable beds. We especially loved the fire pit and cozy wood stove for chilly evenings, and the coffee setup was a great bonus in the mornings. Brooke was incredibly friendly and thoughtful, making the whole experience even better. Highly recommend and would definitely come back!
Quick stats about vacation rentals with a kayak in Plymouth
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ735 before taxes and fees
Total number of reviews
930 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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- Okemo Mountain Resort
- Sugarbush Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
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- Hildene, The Lincoln Family Home
- Dorset Field Club
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