Vacation rentals with a kayak in Hampden County

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Popular amenities for Hampden County kayak rentals

House rentals with a kayak

Guest favorite
A vibrant sunset is reflected on the calm surface of the lake, with hues of orange, pink, and purple blending in the sky. Silhouetted trees line the edges, framing the serene waterway and scenic backdrop of rolling hills.
Home in Holland
4.8 out of 5 average rating, 49 reviews

Cozy two bedroom cottage with lake access

DavidRating, 5 stars1 month ago
Immaculate and comfortable. Well stocked. Beautiful location. Owner was excellent. Very responsive and friendly. Would without question stay here again. Great base of operations for Brimfield Antique Show.
Superhost
The peaceful lakefront scene features a wooden dock extending into the calm waters, surrounded by trees and greenery. A few boats are moored nearby, and a gentle slope leads to the property above, providing a serene setting for relaxation.
Home in Southwick
4.79 out of 5 average rating, 28 reviews

My Lake House w/dock and kayaks

NancyRating, 5 stars5 months ago
Spent a wonderful week during Christmas here with my adult son whom I hadn’t seen in years. Launa went above and beyond with making the home cozy and comfortable and the Christmas decor was more than I could have imagined. Launa allowed an early check in although I had an emergency which did not allow me to check in early but she offered me the option. Launa also allowed us a late check out which was very much appreciated. The only thing I wished was that the beds were a little less firm as I found them to be too firm but that’s just my preference. Very tranquil place and many memories were made. I would love to stay again perhaps during warmer months to enjoy the lake and outdoors but all in all it’s a beautiful home.
Guest favorite
A new dock is positioned over calm waters, featuring a green kayak tied at the side. In the background, two houses are set amongst a lush green landscape, surrounded by trees, with lawn chairs visible on the grass.
Home in Otis
4.93 out of 5 average rating, 15 reviews

Spacious Lake Front Home

JeanRating, 5 stars6 months ago
Beautiful location in Otis, right on the lake and so peaceful. The house is very spacious and easily accommodated our family ( 7 adults and 2 children). All the windows in the house provided great views of the lake, especially from the deck. Our host Nick was very responsive when we had questions or any concerns. Would be nice to come for a stay during the summer.
Top guest favorite
A spacious wooden deck features two comfortable Adirondack chairs facing the tranquil lake. Lush trees surround the area, providing shade and a natural setting, while the calm water glimmers through the foliage.
Home in Tolland
5 out of 5 average rating, 33 reviews

Lakefront Retreat at Porcupine Place

BrianaRating, 5 stars1 week ago
This place was beautiful and very peaceful. The neighborhood is super quiet. It was a great place to stay and wake up in the morning and drink my morning coffee while listening to nature and look out at cranberry pond. Unfortunately it was a very busy weekend due to staying here for a wedding so I did not get to fully enjoy this cute place that included a paddle boat, fire pit and kayaks. I would definitely recommend this quiet get away to anyone looking for a peaceful vacation or an outdoor vacation with the kids at the lake. The host was also super responsive and helpful during my stay. Only challenging thing that happened which might not happen for everyone is the address had me a couple campsites before the actual location (got to love technology and GPS right). We were able to find it once we drove a little bit farther. However this could have just been my GPS but wanted to give people the heads up if they are also in my position and coming during the nighttime.
Guest favorite
Home in Becket
5 out of 5 average rating, 14 reviews

Private Lakehouse in the heart of the Berkshires

AaronRating, 5 stars8 months ago
I want to say thank you to Christopher and his family for allowing my friends and me to stay in their home. it was clean, beautiful, serene and exactly what it was described to be. Christopher, your suggestions on golf courses for my friends and me were exceptional. I hope we were as good of guests as you were hosts!
Guest favorite
A charming lakefront cabin is seen from the front, surrounded by a well-maintained yard with green grass and a gravel driveway. Tall trees and shrubs provide a natural border, while the serene lake is visible in the background, enhancing the peaceful setting.
Home in Wales
4.97 out of 5 average rating, 29 reviews

Charming water front cabin with boat dock

johnRating, 5 stars1 month ago
If I could give extra stars for how relaxing and peaceful Tatiana's place is I would give it a 10. Ample parking, well appointed and very clean. We attend the Brimfield antique show and this place is a nice to come back to and unwind. We're looking forward to our next stay here.
Guest favorite
A cozy house is surrounded by vibrant autumn foliage, showcasing a spacious deck that extends toward a flat grassy yard. The clear blue sky provides a bright backdrop, while the trees display rich seasonal colors, enhancing the natural beauty of the setting.
Home in Becket
4.94 out of 5 average rating, 31 reviews

Lakefront Cottage on Private Beach

GillianRating, 5 stars3 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 favorite
A spacious deck overlooks a tranquil lake, bordered by lush greenery and trees. Several white Adirondack chairs are positioned for relaxation, allowing guests to enjoy the serene water views. The deck's surface is wooden, providing a natural feel to the outdoor space.
Home in Becket
4.92 out of 5 average rating, 26 reviews

Lakefront Jewel By: Evergreen Home

KimRating, 5 stars2 days ago
Great place to spend quiet time with loved ones and enjoy nature!

Cottage rentals with a kayak

An all-season porch is showcased with large windows providing views of the surrounding trees and lake. A comfortable rocking chair is positioned in the corner, enhancing the serene environment. The light-colored wood flooring complements the bright and airy space.
Cottage in Suffield
4.86 out of 5 average rating, 42 reviews

The Congamond Cottages: Private Lakefront Cottage

KristenRating, 5 stars9 months ago
What a peaceful home away from home! Living the "lake life" for a week was relaxing, beautiful, and fun to explore the lake on foot or the water! It was perfect for what we were looking for!
Top guest favorite
A bright and airy living space features large windows offering views of the serene lake. A dining table with six chairs and a cozy seating area with a navy sofa enhance the room. Natural light floods in through the windows, highlighting the warm wood accents.
Cottage in Wales
4.97 out of 5 average rating, 59 reviews

Sunset and Sunrise views at this lake cottage.

DianeRating, 5 stars1 month ago
Oh my gosh! We wish we'd been able to stay another couple of days! This place and location are incredible. Beautiful cottage on a beautiful lake with a fire pit and kayaks available for guest use. Absolutely stunning!
Guest favorite
A view of the rustic cottage situated near the lake, framed by tall trees. Outdoor stairs lead down from the property, showcasing a simple wooden pathway towards the water's edge. Windows with dark shutters reflect the peaceful surroundings.
Cottage in Becket
4.81 out of 5 average rating, 54 reviews

Cozy Cottage on the Lake

PaigeRating, 5 stars5 months ago
The cottage was easy to check into, clean, and very cozy. It was decorated for the holidays which was perfect for our weekend. We enjoyed the fireplace and the games in the cabin as well! I would consider coming back in the summer to enjoy the outdoor area and lake. Ann-Marie and Carl provided really helpful instructions on how to get to the house.
Guest favorite
A private outdoor patio area features a round table surrounded by four chairs, positioned on a brick surface. A swing chair is visible nearby. The peaceful lake view extends beyond, framed by trees and rolling hills under a bright blue sky.
Cottage in Holland
4.95 out of 5 average rating, 83 reviews

Cozy Lakefront Cottage

JohnRating, 5 stars8 months ago
Lovely rustic cottage on a picture perfect lake. Dawn was a wonderful host and made sure we had everything we needed to enjoy our stay. Will stay again!
Top guest favorite
Two black Adirondack chairs are positioned on a wooden deck, facing a serene lake surrounded by lush green trees. A small circular table sits between the chairs, offering a perfect spot for relaxation while enjoying the tranquil water views.
Cottage in Otis
4.98 out of 5 average rating, 53 reviews

Berkshire lakefront cabin with modern luxuries

ChristinaRating, 5 stars1 month ago
We had the pleasure of staying at Matts place for a weekend getaway that included 6 women. Matt was such an amazing host from start to finish. Beautiful home with gorgeous landscaping on the lake and is set up with everything you could possibly need. The home was immaculate inside and out and was truly even better in person than the already beautiful photos provided. We intend on making this our yearly destination spot! We can't thank you enough for being a super host !
Top guest favorite
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.
Superhost
The exterior of an A-frame cottage features a sloped roof, with a welcoming entrance framed by large windows and shutters. A small deck area showcases two green chairs and a patterned mat, surrounded by natural landscaping and pathways leading to the property.
Cottage in Holland
New place to stay

Hamilton Cottage | Cozy Lakefront A-Frame

SteveRating, 5 stars3 weeks ago
We stayed here with some friends for Memorial Day weekend and can’t recommend the place enough! The area was beautiful, the lake was incredible, and the peace was unbeatable. Would absolutely stay here again!

Cabin rentals with a kayak

The image captures a lakeside view featuring two Adirondack chairs positioned on the grassy shore. A small dock can be seen with a blue boat tied up, and an American flag gently flutters in the breeze against a backdrop of wooded hills.
Cabin in Westhampton
4.89 out of 5 average rating, 9 reviews

Lakefront Westhampton Cabin w/ Beach + Kayaks!

MichaelRating, 5 stars7 months ago
This house on N Shore Rd in Westhampton is a beautiful refuge in the woods of fairly new post and beam construction - at least that's what I think it's called. The house sits on a small lake/large pond and has a small private sand beach, and on offer were a kayak, rowboat, paddleboat and more. Unfortunately the water level was quite low while we were there due to some ongoing work on the dam - the lake is manmade - but we were warned of that in advance and so have nothing to complain about. We stayed for a week and had a wonderful time. A couple of things to note though - it's really dark at night so be prepared to use your phone flashlight to navigate your way from your car to the house. Also, I was surprised to see curtains on only two or three of the windows, so sleeping-in past sunrise is a little difficult if that's your thing. And lastly, the locks on the back doors were not working while we were there, but it didn't bother us enough to let the hosts know. Overall, very nice!
Superhost
A wooden dock extends into a calm lake, featuring two red Adirondack chairs facing the water. A large float is positioned nearby, with trees lining the opposite shore under a partly cloudy sky.
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!
A two-story cabin is set amidst lush greenery, showcasing a spacious deck with seating and a hot tub nearby. A fire pit can be seen in the backyard, surrounded by a well-maintained lawn. The landscape features trees and a gravel path leading to a garage.
Cabin in Tolland
4.57 out of 5 average rating, 28 reviews

Tolland Cabin w/ Private Hot Tub & Grill!

NathanRating, 5 stars2 weeks ago
The cabin was amazing! Wifi was great, hot tub was nice. Other reviews noted the humidity/heat in the house, but we had no such issues on this rainy week. The only thing is that the GPS will bring you to the back entrance to the community, which is gated and you can't enter. Make sure you read their welcome instructions as this was noted! Overall a wonderfull stay and highly recommended!
Guest favorite
The exterior of a contemporary wooden home is presented, highlighted by large window features and a distinctive A-frame roof. Surrounding greenery includes a well-maintained lawn and various shrubs, creating a natural setting. A garage is visible to the left, providing easy access.
Cabin in Becket
4.86 out of 5 average rating, 112 reviews

Wildlife Retreat in the Forest

DiegoRating, 5 stars1 month ago
The place was great. Very private and the deck is a lovely and spacious. The living room is huge, beautiful, and great for a big group to hang out in. Things were clean and it had everything we needed.

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