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Holiday rentals with a kayak in Gloucester

Find and book unique kayak rentals on Airbnb

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Popular amenities for kayak rentals in Gloucester

House rentals with a kayak

Superhost
Home in Ipswich
4.91 out of 5 average rating, 46 reviews

Northridge View

KarenRating, 5 stars2 weeks ago
my friend and I from Tennessee were looking for a place to relax for a few days in New England. Ipswich was a delightful location, but we found it hard to leave the lovely view from the upper level of the home!
Top guest favourite
Home in Newbury
4.94 out of 5 average rating, 33 reviews

Waterfront House on Plum Island with Great View

SallyRating, 5 stars1 week ago
We had a great mini-vacation at Mary Lou's airbnb! Everything was comfortable. The beach was so close and we could also walk to breakfast and lunch. Nice not to have to drive everywhere. If we get the opportunity we will definitely stay here again. Offered early check in when available and even late check out! We couldn't take advantage of that but so nice of her to offer! Great place!
Top guest favourite
Home in Annisquam
4.96 out of 5 average rating, 28 reviews

Beach House on a Private Beach!

ToriRating, 5 stars2 weeks ago
Oh my goodness. This place was a DREAM. Such a beautiful home with a view you can’t top. My husband and I stayed with our children and two friends for an east coast summer getaway and we could not have found a better place. Awesome setup, view, and Gaby could not have been more helpful. We would love to stay here again.
Top guest favourite
Home in Gloucester
5 out of 5 average rating, 11 reviews

Waterfront 4 bed/2 bath-Stunning Annisquam Sunsets

RaghavRating, 5 stars2 weeks ago
Had a great stay in Gloucester with a large group of friends and families from college. The house is as described with plenty of living and sleeping space for large groups. The screened porch is perfect for hanging out and eating in. The backyard is right on the water with plenty of outdoor games, a grill, fire pit, and paddle boards and a kayak to get on the water. Extremely family friendly with fun board games, life vests of all sizes, beach toys and floats etc. Location is great too, close to beaches, grocery stores and downtown Gloucester. Was the perfect space for a long weekend, and located very conveniently to Boston to accommodate families flying in from far away.
Top guest favourite
Home in Lakeside Marblehead
5 out of 5 average rating, 58 reviews

Dotey Cottage

LukeRating, 5 stars1 month ago
I stay in quite a few Airbnb’s all over the world and this place does it right. The unexpected extras like things you always need in the kitchen when you arrive to an Airbnb to shampoo and conditioner in the shower to laundry detergent and dryer sheets.All there waiting for you. I grew up in Marblehead and this is a perfect location to be able to walk to beautiful Devereaux beach or around Marblehead neck. Backyard is a huge perk for this location as it is not common to have a backyard like this in an Airbnb this close to the beach. It isn’t huge it is exactly as described and was perfect for me and my two kids. Grill was great, there is a mini back deck, lots of games to play comfortable kitchen. Props to the owners you have done an awesome job and I will be recommending this Airbnb to my family and friends
Superhost
Home in Amesbury
4.91 out of 5 average rating, 58 reviews

2 bedroom waterfront retreat all seasons

MelindaRating, 5 stars3 days ago
The pictures don’t do this place justice! It’s so much more spacious than I was expecting and the decor was beautiful. We loved being on the lake and the area is so quiet and peaceful. The hosts were so responsive and proactive — they even installed brand new window AC units in the bedrooms without us asking because it was supposed to be in the 90s and they wanted to make sure the mini split didn’t leave us feeling too hot. The unit had everything we needed and the place was so comfortable. We honestly didn’t want to leave. We will definitely stay again!!!
Top guest favourite
Home in Scituate
4.98 out of 5 average rating, 40 reviews

Beachfront Home/Scenic walk to Harbor Eats & Shops

YosephRating, 5 stars1 month ago
terrific place and location. the house is very well equipped with all the little things you might need, well maintained, all with very good taste and the owner is super responsive. we left two small items behind but mistake and the owner kindly sent us those the next day. 💯
Superhost
Home in Beachmont
4.85 out of 5 average rating, 13 reviews

Revere Beach House, Logan Airport, Bay Views

JoshuaRating, 5 stars5 days ago
Our stay was great at Revere Beach. The house was exactly as described and the pictures were accurate. Alexander was FANTASTIC. He must work all the time because he responded immediately to every question we had. I wish he worked for me. Thanks for a great house and a great stay.

Cottage rentals with a kayak

Guest favourite
Cottage in Scituate
5 out of 5 average rating, 13 reviews

*Oceanfront*AC* Families & Pets welcome* Renovated

DawnRating, 5 stars10 months ago
Beautiful home! My family felt right at home. Kitchen had everything we needed and had toys and games for all ages. Antionette was very responsive to any questions and wrote back right away. Location was ideal. Easy walk to town and nearby lighthouse. Would recommend. Thank you for helping make a memorable vacation for my family.
Cottage in Concord
4.66 out of 5 average rating, 58 reviews

Tranquil Waterfront Retreat

GeraldRating, 5 stars2 weeks ago
What a wonderful house. The location by the lake makes it truly special. I would love to come back again and again.
Superhost
Cottage in Groton
4.92 out of 5 average rating, 49 reviews

Cozy, 2BR lake-side retreat and outdoor oasis

AdamRating, 5 stars6 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.
Superhost
Cottage in Rockport
5 out of 5 average rating, 25 reviews

Cottage with stunning ocean view and private beach

MarciaRating, 5 stars9 months ago
Lovely location and beautifully renovated home. Kitchen well appointed. Beds comfortable. Host very responsive. Would return.
Top guest favourite
Cottage in Windham
5 out of 5 average rating, 6 reviews

Waterfront LakeHouse on Cobbetts!

AliceRating, 5 stars8 months ago
Absolutely loved our stay at the lake house! The views were breathtaking, and the serene atmosphere made it the perfect getaway. The house was beautifully furnished and had all the amenities we needed. We enjoyed a cozy evening by the fire pit and loved fishing off the dock! The host was incredibly welcoming. Can't wait to come back! Highly recommend for anyone looking to relax and unwind.
Top guest favourite
Cottage in Scituate
5 out of 5 average rating, 32 reviews

Expansive coastal views, 3/2 newly renovated

EllenRating, 5 stars1 week ago
We had high expectations — but the reality of this extraordinary spot exceeded them on all fronts. So tastefully and carefully decorated, everything new and spotless. The kitchen fully outfitted with brand new equipment and appliances, the most comfortable beds we’ve ever slept in in any Airbnb or luxury hotel (and great linens and pillows), wonderful flow from room to room, new, beautifully designed and perfectly functioning baths and windows/blinds, stylish and comfortable seating on the deck (and indoors), with more brand new seating flowing out onto the lawn. But what topped all that design perfection was the site’s natural beauty. Such privacy out on the point and because the view is almost 360, and primary orientation is toward sunset, the view all around are deep and exquisite, flowing out over marshland, tidal rivers to the bay. That made for fun paddle boarding, and even a brisk swim! For nature lovers, the bird life was so rich and varied. Heaven on earth
Cottage in Hull
4.9 out of 5 average rating, 10 reviews

Relaxing Beachfront Cottage, 20min Ferry to Boston

StephanieRating, 5 stars22 months ago
This house was in a great location. It was very peaceful. The neighbors were friendly. The area was very nice and the people were nice. Would highly recommend.
Guest favourite
Cottage in Newburyport
5 out of 5 average rating, 6 reviews

Cottage on the Water

ScottRating, 5 stars8 months ago
A wonderful retreat, just the perfect blend of charm and character. Easy and straightforward communication. Would definitely stay here again.

Quick stats about holiday rentals with a kayak in Gloucester

  • Total rentals

    10 properties

  • Nightly prices starting at

    $142 SGD before taxes and fees

  • Total number of reviews

    660 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 properties include access to wifi

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