
Vacation rentals with a kayak in Gloucester
Find and book unique kayak rentals on Airbnb
Top-rated kayak rentals in Gloucester
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Gloucester kayak rentals
House rentals with a kayak

Northridge View

Waterfront House on Plum Island with Great View

Private Beach!

The LiKenSco Farm/Beach House

5BR Luxe Lakehouse: Theater, Gym, Spa, Bar, Garage

Waterfront 4 bed/2 bath-Stunning Annisquam Sunsets

Dotey Cottage

2 bedroom waterfront retreat all seasons
Cottage rentals with a kayak

*Oceanfront*AC* Families & Pets welcome* Renovated

Staycation + Work From Home in one private setting

*Cozy 2 bdrm Cottage (Pet Friendly)*

Quaint Cobbetts Pond Cottage with Pond Views

Cottage with stunning ocean view and private beach

Waterfront LakeHouse on Cobbetts!

Expansive coastal views, 3/2 newly renovated

Relaxing Beachfront Cottage, 20min Ferry to Boston
Other vacation rentals with a kayak

NEW waterfront property on Pawtuckaway Lake!

*Private Lighthouse at Waterfront Chauncey Creek*

Spacious Lakeside Getaway Apartment (Unit 2)

ABC - Apartment by the Sea

Hidden Gem near Boston w/ Private lake access

Beautiful Lake House with Private Beach

Waterfront 2 Bedroom on private cove in Salem NH.

Big Island Pond Lake House Hampstead
Quick stats about vacation rentals with a kayak in Gloucester
Total rentals
20 properties
Nightly prices starting at
$170 before taxes and fees
Total number of reviews
720 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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- Rentals with a kayak Essex County
- Rentals with a kayak Massachusetts
- Rentals with a kayak United States
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- New England Aquarium
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- Freedom Trail
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- MIT Museum
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- Jenness State Beach
- Museum of Fine Arts, Boston
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