Vacation rentals with a kayak in Middlesex County

Find and book unique kayak rentals on Airbnb

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Popular amenities for Middlesex County kayak rentals

House rentals with a kayak

Guest favorite
Home in Ashburnham
5 out of 5 average rating, 13 reviews

The Nutty Bird Lakehouse

FinleyRating, 5 stars1 month ago
Such a beautiful spot! Kathy was extremely communicative - everything went smoothly and I did not need anything but she made herself available if I did. The home was clean and had everything needed for a relaxing stay. I hope to be back soon!
Private room in Canton
4.87 out of 5 average rating, 31 reviews

Boston area - Lakefront home 4 Br, 5.5 Ba L1

RahulRating, 5 stars11 months ago
We had a great stay in this luxurious house by a lake. The view of the lake from many areas of the house (including many bedrooms and the dining area) is amazing. The house is very spacious (4 levels) with large bedrooms. Every bedroom has an attached bathroom which helped us a lot since we were a party of 9. The house is tastefully furnished and very well maintained. The kitchen is large and well equipped. The neighborhood is safe though a bit of a drive from main Boston areas like Cambridge (~30 minutes). This is a perfect place if you have many in your party and want to unwind in a super comfortable spacious house. The weather was not great so we could not spend time in the large well-kept backyard and explore the lake. The hosts live in the house but are barely noticeable. They are a friendly couple. Thank you Kevin and Jessie for hosting us!
Superhost
Private room in Milton
4.78 out of 5 average rating, 23 reviews

Serene Bright Private Bedroom in Deluxe Unit

DorotaRating, 5 stars5 months ago
I will recommend Jennifer’s place to everyone and I’ll be back next time when visiting Massachusetts. Thank you Jennifer for your hospitality 😊
Home in Arlington
5 out of 5 average rating, 7 reviews

Bright and open modern farmhouse

TonyRating, 5 stars8 months ago
This place is a gem!! It sits in a super quiet neighborhood and close to Alewife metro station for trips into Boston. The house was perfect for our family of 6 (4 teenagers). The house was quaint, clean, and spacious enough for all us to feel like home for a few days. Aimee was super helpful in providing local recommendations for groceries and restaurants. She was also very proactive in checking in with us to see if we needed anything. Super host!! If you are traveling to Boston, this is a fantastic place to stay. Definitely would stay here again if we return at any point.
Home in Sutton
4.83 out of 5 average rating, 6 reviews

Lake front home on Lake Singletary

CourtneyRating, 5 stars3 months ago
Adorable house on the lake. Clean and cozy. We all loved our stay. Thank you!
Superhost
Home in Shrewsbury
4.76 out of 5 average rating, 17 reviews

Lake House near Boston 1

RachelRating, 5 stars2 weeks ago
Very pretty lakehouse in a great location! The amenities were incredibly nice and the hosts were super responsive, making for a great stay overall. The property is wonderful.
Guest favorite
Home in Westminster
4.9 out of 5 average rating, 181 reviews

Lakefront, view of ski mtn, fireplace, sauna

EdwardRating, 5 stars1 week ago
Really liked the ocation right on the water and great size for us (two adults and 2 kids under 10). It was a quick trip and didnt spend as much time in Tyler's place as we wanted (since we were diving around a bunch visiting family and friends). But would certainly stay again next time we visit the area.
Home in Wakefield
5 out of 5 average rating, 3 reviews

Entire 1st Fl Condo, Lakeside, 5min walk to town

MaryRating, 5 stars16 months ago
Betsy’s home was wonderful. I had the whole first floor home with private entries and porches. The home is beautiful, it has quality finishes and furnishings. Loved the kitchen, bathroom and the bedroom has a very comfortable bed. Betsy even had the home decorated with a Xmas tree and candles, there was coffee, spices and more in the kitchen. It’s a great place and I plan on returning when I come to the Boston area. It’s an easy walk to the commuter rail that takes you to the North Station. I really appreciate Betsy’s hospitality. Thanks so much. Mary

Cottage rentals with a kayak

Top guest favorite
Private room in Hopkinton
4.98 out of 5 average rating, 91 reviews

Cozy cottage in a quiet, lake community

HeatherRating, 5 stars2 weeks ago
I stayed with Nancy to start a new job for a month. Nancy was so helpful and caring. It was so nice to come back 'home' and walk in the woods or to the beach - what a sweet neighborhood. You do have to deal with some quirky things - like the aggressive neighborhood turkeys - but if you care about the environment (reduce/recycle) and enjoy walking/hiking/water sports, this place is for you.
Superhost
Cottage in Groton
4.92 out of 5 average rating, 49 reviews

Cozy, 2BR lake-side retreat and outdoor oasis

AdamRating, 5 stars4 months ago
Absolutely beautiful location. Home was very cozy. Love the kitchen! Brian is a great host. Extremely proactive, helpful and gave great recommendations. Neighborhood is quiet and those around are friendly. Definitely recommend staying at this location again. Wish I would have stayed in warmer weather to utilize the property to its full potential.
Cottage in Concord
4.64 out of 5 average rating, 47 reviews

Tranquil Waterfront Retreat

LucyRating, 5 stars2 weeks ago
Tranquil spot in a beautiful surrounding area. The views were incredible - the sunset was idyllic! The communication with the host was very clear and helpful as well. Thank you again
Cottage in Westford
5 out of 5 average rating, 4 reviews

Just Chill'inn Cottage

JJRating, 5 stars8 months ago
It was exactly what my family was looking for. It was relaxing and private. It allowed us to not feel cramped like a hotel stay, but allowed us to cook and enjoy the relaxing day. If you have a small kid, the golf cart is a must!
Superhost
Cottage in Westford
4.92 out of 5 average rating, 36 reviews

Beach & pond cottage ! Westford MA and Boston!

MelanieRating, 5 stars6 months ago
We had an absolute blast on our girls getaway weekend!! The cottage and community were amazing, exactly what we were hoping for and Doug couldn't have been nicer or more helpful. He was always available by text or phone. The cottage was clean, nicely equipped, and a great location!! We will definitely be renting this cottage again on our next trip!!! Thanks for having us... we loved every minute!! 🧙🧙🧙

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