Holiday rentals with a kayak in Pioneer Valley

Find and book unique kayak rentals on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Pioneer Valley kayak rentals

Holiday House Rentals with a Kayak

Top Guest favourite
Home in Dummerston
4.99 out of 5 average rating, 347 reviews

Pinecone Pond

KathyRating, 5 stars3 weeks ago
We had the most lovely stay at Pincone Pond. The house is absolutely spotless and well stocked with everything you need in the kitchen, shampoo and condition in the bathrooms and throw blankets for the cool evenings. The house is so homey and comfortable and the grounds are stunning. Beautiful yard and pond which were well cared for. Catherine has thought of everything including chairs for sitting by the pond or fire pit. Just a lovely, peaceful spot.
Guest favourite
Home in Becket
4.92 out of 5 average rating, 78 reviews

Little Longbow Lakefront Chalet

PeterRating, 5 stars2 months ago
Jaclyn’s home is the perfect place to get away and relax. Being on the water with a wood burning fire place was absolutely lovely. The home was clean, well organized, and Jaclyn was always responsive when we had a question. The home was an easy 20min drive to a lot of fun small towns. There was a little traffic noise when we were outside from the highway, but it was peaceful otherwise
Top Guest favourite
Home in Salisbury
5 out of 5 average rating, 50 reviews

Greystone at Twin Lakes

JenniferRating, 5 stars4 weeks ago
The house was even more beautiful and quaint than the photos. The weather was a bit chilly and they made sure the heat was on prior to our arrival. Caring, responsive, and helpful hosts. Definitely recommend.
Guest favourite
Home in Chesterfield
4.95 out of 5 average rating, 56 reviews

The River House

ColinRating, 5 stars3 weeks ago
Would love to come back some day, great trip
Guest favourite
Home in Otis
4.96 out of 5 average rating, 112 reviews

Direct Lakefront Home on Otis Reservoir Giant Yard

StevenRating, 5 stars4 weeks ago
Beautiful house and great location right on the lake. With the large yard there was plenty of space for outdoor activities! House was very clean and spacious.
Guest favourite
Home in Becket
4.94 out of 5 average rating, 32 reviews

Lakefront Cottage on Private Beach

GillianRating, 5 stars4 weeks ago
Our family had an AMAZING stay in this cottage. It was clean and comfortable, and just what we were looking for. A quiet spot where we could enjoy fishing, kayaking, biking, etc with the comforts of home. Because of all the amenities offered, we didn’t have to pack too much which is always a bonus! We are already talking about our next visit 😊
Guest favourite
Home in Sturbridge
4.96 out of 5 average rating, 169 reviews

Cedar Lake 3 Bed 3 1/2 Bath Home Sturbridge MA

JillRating, 5 stars8 months ago
This was our second time to stay. It had a gorgeous view surrounded by beautiful trees. It was so peaceful and relaxing with everything we needed. James is so easy to work with and very responsive. Highly recommended!
Top Guest favourite
Home in Whitingham
4.99 out of 5 average rating, 82 reviews

Gorgeous Vermont Lakefront with epic sunsets!

Christina Rating, 5 stars2 weeks ago
We've just been gone a day and I already miss this place. It was a beautiful home in the Green Mountains on a lake with mountain and sunset views. Now we want to come in the fall for the fall colors. It has a large yard, has privacy and we felt very safe. All 3 bedrooms had full bathrooms and outdoor space/decks with views in each room. Lots of outdoor space in general. The house and property were so great that we really didn't want to leave to do anything. We did take advice of a prior guest who mentioned downloading the directions ahead of time. Our Verizon coverage had some limitations in the area, but the home wifi was solid. We enjoyed seeing deer, turkey and the geese/goslings. It was so fun to watch the family of 13 (11 goslings) and another with 3 goslings on a daily basis. The dock by the lake is a great spot to chill out, use the kayaks, etc... We enjoyed taking day trips to cute towns, exploring the area and just relaxing. Love this place!!! Highly recommend.

Cottages with a kayak

Guest favourite
Cottage in Holland
4.91 out of 5 average rating, 44 reviews

The Maybrook: Lake & Sauna

DonnaRating, 5 stars2 weeks ago
This place was everything it was said to be. it was clean and very cozy. Kyle had a booklet with useful information about the cottage, restaurants and local attractions.
Guest favourite
Cottage in Warwick
4.95 out of 5 average rating, 39 reviews

By Still Waters Cottage

MeaghanRating, 5 stars1 day ago
This was our second time staying at the cottage, and once again it was a delightful experience from beginning to end. The setting is peaceful and quiet, the space was clean, and the atmosphere truly relaxing. The hosts were thoughtful and informative, making everything seamless. Without hesitation—10 out of 10 stars again!
Guest favourite
Cottage in Orange
4.99 out of 5 average rating, 79 reviews

Lake House with view of mountain

SoniaRating, 5 stars2 days ago
Beautiful location, comfortable rustic home with everything you need to cook and grill. Lots of stuff to do on the lake. Very serene. Charlene is super friendly and helpful. It was a really nice touch she provided a bottle of wine, juice, eggs, bagels and butter upon check in.
Top Guest favourite
Cottage in Otis
5 out of 5 average rating, 17 reviews

Lake Escape: Lakefront Cottage in the Berkshires

JeanneRating, 5 stars8 months ago
My husband and I had a wonderful stay. The cottage was clean and comfortable. The hosts thought of everything and made us feel right at home. We could not have been more pleased and would highly recommend this property.
Top Guest favourite
Cottage in Brimfield
4.99 out of 5 average rating, 71 reviews

Cheerful 2 bedroom cottage with lake access.

EricaRating, 5 stars1 day ago
Great place to stay if you’re in the area. We were there for a wedding so it was perfect location for us. Very private. Within walking distance to a nice lake and other walking trails. Loved having morning coffee in the sun room or patio in the mornings. Recommend and would stay there again. Gwen was very helpful and provided many local recommendations. Great little winery down the street. Was bummed we weren’t there for the antique show. Maybe next time.
Top Guest favourite
Cottage in Holland
5 out of 5 average rating, 44 reviews

Blissfully Peaceful Cottage nestled on a lake

StephanieRating, 5 stars9 months ago
What an amazing stay! The place had great games and the porch was such a treat. The view from the fire pit was so relaxing and we enjoyed toasting smores while overlooking the lake. We ended up taking the folding chairs and playing catch by the lake, which was only a short walk away. Robert was responsive when we asked where to get firewood. We also enjoyed the Sturbridge coffee house and Maine Lobster (we liked it so much, we went twice)! We ended up going to the farmers market and flea market, which were great finds. Overall, a great stay with the kitchen utensils, bathroom necessities that you’d need. Close by the lake and a great neighborhood!
Top Guest favourite
Cottage in Wilmington
5 out of 5 average rating, 38 reviews

Emerald Cottage @ Harriman Reservoir

EvanRating, 5 stars3 months ago
We really enjoyed our stay at Michelle’s place. Overlooking a lake in a peaceful location, this was perfect for a small group looking for a reasonably priced Airbnb to stay while skiing at Mount Snow. The location was cool and I can definitely see this house being great for warmer seasons as well. One thing that stood out was the clarity of instructions provided by the host. Both the description of the property and what to expect, and the check in/out instructions are very accurate and helpful.
Guest favourite
Cottage in Lanesborough
4.84 out of 5 average rating, 279 reviews

Wildlife Lakeside Cottage; views/wildlife

SonyaRating, 5 stars1 month ago
This is a beautiful and peaceful cottage with easy access to shops and restaurants in the area. It was perfect for a sisters weekend. Highly recommend.

Cabin rentals with a kayak

Superhost
Cabin in Otis
4.81 out of 5 average rating, 21 reviews

Simple, rustic, cozy get away

ChrisRating, 5 stars9 months ago
It was a perfect price. With the ABNB it was double+. I would rather pay John more for the one night personally, than what I did. And have done twice. I have always left the place the same or better than I found it. I understand the cleaning fee, but kills single fathers like me for a 1 night trip. That being said. Walker cabin is great! Kayaks, all safety gear, fully outfitted down to toothpicks, brushes, floss, ect. You think you forgot it. It’s there. Baby monitors!
Top Guest favourite
Cabin in Athol
4.97 out of 5 average rating, 77 reviews

Panoramic Sunroom | Soaking Tub | Modern Cabin

GiaRating, 5 stars1 week ago
Amanda and Jake were so nice with us, they helped us a lot with everything we needed and even more, the place was clean, and with everything we could need, we would love to come back in the future !!
Top Guest favourite
Cabin in Whitingham
4.99 out of 5 average rating, 107 reviews

Cozy Cabin ~16 Mi. to Slopes on 10 Acres of Woods!

CoreyRating, 5 stars4 weeks ago
Beautiful house, perfect for our family retreat. After another host cancelled on us last minute, we found Brian's place and were very happy we did! Brian was very responsive to our needs, and was very helpful throughout the weekend. the kids loved the game room, we set a new record on the Pacman machine. We made s'mores on the front porch in rainy weather, and visited some of the local breweries nearby. We were very pleased with the home, and it was perfect for our long weekend.
Guest favourite
Cabin in Colebrook
4.94 out of 5 average rating, 95 reviews

Rustic Cabin+ Private Beach Pond, Stars & Wildlife

EdwardRating, 5 stars3 weeks ago
Amazing cabin!! My third visit. Was there with friends for fishing and I love the cabin so much that I booked my anniversary weekend and my wife is also in love with the property. Relaxing Birding Fishing Kayaking Fire pit Romantic This place has it all! Book it now! You won’t regret it!
Top Guest favourite
Cabin in Dummerston
4.96 out of 5 average rating, 50 reviews

Cozy Riverfront Cabin-Ski, Swim, Fish, Float, Hike

JanessaRating, 5 stars4 weeks ago
This was our 2nd time staying here and it was lovely! The house is clean and cozy. Great location by the river — lovely spot for an evening fire and morning coffee. Well stocked with kitchen essentials, towels, linens, etc. Thank you! We will be back!
Superhost
Cabin in Otis
4.87 out of 5 average rating, 54 reviews

Enjoy 43 Acres on Two Ponds!

PatrickRating, 5 stars1 month ago
We had a great stay for my daughter’s college graduation. Really enjoyed the house and fire pit. Thanks!
Guest favourite
Cabin in New Hartford
4.98 out of 5 average rating, 50 reviews

West Hill Cabin

ChrisRating, 5 stars2 months ago
Great location near West Hill Lake and Brodie Park; walking distance to public beach, playground, and more. The house is very clean and well provisioned. A great stay!
Guest favourite
Cabin in Otis
5 out of 5 average rating, 6 reviews

Berkshires Lakefront Boho Modern Retreat

LaurenRating, 5 stars1 week ago
Staying at this lake house was peaceful and lovely -- the house is updated, so clean, right on the pond and great for a family. Christina is such a responsive host. We can't wait to come back!

Destinations to explore