Some info has been automatically translated. Show original language

Holiday rentals with a kayak in Southold

Find and book unique kayak rentals on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for kayak rentals in Southold

House rentals with a kayak

Superhost
Home in Port Jefferson
4.8 out of 5 average rating, 330 reviews

The Hilltop Harborview

DarrellRating, 5 stars2 weeks ago
Very quiet and peaceful.
Guest favourite
Home in Old Saybrook
5 out of 5 average rating, 40 reviews

Romantic Couples Retreat with Private Sandy Beach

RajRating, 5 stars3 weeks ago
Fantastic cute spot in Old Saybrook. Key things for future guests to know - there is no A/C in the winter months so the air can get a bit stale / stuffy in the house. Plus there is no washing machine / dryer in the house, so defo bring enough clothes!
Top guest favourite
Home in Old Lyme
5 out of 5 average rating, 22 reviews

Sky of Blue, Sea of Green

KaylaRating, 5 stars1 week ago
This house had so many amenities and was exactly as described! We enjoyed having access to grills, a hot tub, game room, and all of the household/beach necessities! The house and game decor were super cute and the adults loved the competitive scrabble game on the wall. There was a small ant problem in the kitchen (which the owner was aware of) that was there despite attempts to keep the dishes and garbage can clean, but that was our only minor complaint. Overall, loved the place and would consider staying here again!
Top guest favourite
Home in Woodmont
5 out of 5 average rating, 97 reviews

Oceanfront Retreat: Modern Beach House

ShannonRating, 5 stars2 weeks ago
We had a relaxing overnight with our two pups! The bay/sound area is so peaceful. Our dogs enjoyed swimming before the tide came in and we kayaked along the shoreline. The inside was stunning and had everything you needed and more! We door dashed lobster rolls from the Bonfire Grille nearby (10/10) and ended the night in the hot tub! Coffee on the sunny patio was a great perk, too! Thanks again!!
Top guest favourite
Home in North Fork
4.93 out of 5 average rating, 27 reviews

Renovated Ranch Home wPool & Beach Acces

DebraRating, 5 stars3 weeks ago
Beautiful home! Great location! Spent quality family time during Memorial Day weekend. So much to do on Northfork. Nicole was a pleasure to deal with.
Guest favourite
Home in Southampton
4.97 out of 5 average rating, 63 reviews

Renovated Southampton Shores pool, tennis, beach

KaranRating, 5 stars3 weeks ago
Lovely place for a long weekend with family! The house was pristine, up to date, charming, and all the linens were fresh and clean. It was very well stocked with kitchen essentials and books and toys for kids. Location also prime with a private beach a 10 min walk away. The only minor issue we had was an issue with the pool heating (it being the 1st pool weekend of the year) but this was sorted out promptly. Would happily stay there again!
Superhost
Home in Hampton Bays
4.9 out of 5 average rating, 30 reviews

Bright Hamptons Getaway ☀️ Pool▪︎ Beach▪︎FamilyFun

CassandraRating, 5 stars1 month ago
we had a quiet girls getaway to celebrate my sister getting married-upon arrival we checked out the entirety of the home…to which we were pleasantly surprised every corner we turned! exquisite home with comfortable, aesthetically pleasing furnishing and so much gorgeous natural light. the outdoor shower was a huge BONUS! heated pool had us outside moving our bodies more than we’d imagined and was such a fun way to spend time together. the living room is so cozy and a great space to have a game-night-in! i could go on and on about each detail but you should simply stay here and enjoy for yourself all this property has to offer!
Top guest favourite
Home in Old Saybrook
5 out of 5 average rating, 53 reviews

Great Hammock Getaway | Beaches, Views & Hot Tub

Carl And AnneRating, 5 stars5 days ago
This was our second stay at this lovely home. It was the perfect place to spend a week celebrating our 51st anniversary! The house itself is beautifully decorated, impeccably clean, and offers everything we could need for cooking, comfort, and leisure. We especially enjoyed the gas fireplace and the hot tub! We made good use of the local beach pass that was furnished for us. The two very close by beaches were well-maintained and very enjoyable. We would highly recommend this location and plan to make this our go to Airbnb when we are in this area. Irina is the perfect host! She is extremely responsive and reliable.

Cottage rentals with a kayak

Guest favourite
Cottage in North Fork
5 out of 5 average rating, 17 reviews

Lovely North Fork Beach Cottage (2 BR/2 bath)!

BurcuRating, 5 stars1 day ago
We very much enjoyed staying in Meredith’s place. The cottage is surrounded by trees so it feels secluded and peaceful. The cottage is elegantly decorated; there were so many nice books around which we enjoyed checking out. Meredith was so nice and responsive. We will definitely go back.
Top guest favourite
Cottage in Shelter Island
4.97 out of 5 average rating, 108 reviews

Shelter Island Waterfront Getaway

CindyRating, 5 stars6 months ago
Great stay, Maureen is very communicative and super helpful. Beautiful views
Guest favourite
Cottage in North Fork
4.89 out of 5 average rating, 28 reviews

Pumpkins & Sunflowers! Cozy Cottage in the Fall!

DanRating, 5 stars10 months ago
Had a nice stay here with a group of people attending a wedding a short drive away.
Superhost
Cottage in Woodmont
4.86 out of 5 average rating, 83 reviews

Cheerful 3 Bedroom Cottage with Fire Place

JessicaRating, 5 stars1 week ago
We had a great stay at Jonathan's cottage. The location could not be beat - right on the beach. Jonathan was very easy to communicate with and quick to respond. There were a couple of minor hiccups that occurred but Jonathan was quick and responsive. Overall, a beautiful home in a great location.
Guest favourite
Cottage in East Patchogue
4.9 out of 5 average rating, 58 reviews

Bellport Beach Estates Private Cottage with Pool

LexRating, 5 stars5 days ago
Had a great time despite the weather, there was so much todo. The place was cozy!
Top guest favourite
Cottage in North Fork
5 out of 5 average rating, 26 reviews

The Bay Breeze

MaddieRating, 5 stars1 week ago
Wonderful bay side cottage! Stayed here for a long weekend with my husband and in laws. It’s a great location!! Water views, walkable cute neighborhood, and 20 mins from some of the bigger towns (Jamesport & Greenport) Place was clean and a fully stocked kitchen made it easy to stay in and grill out.
Top guest favourite
Cottage in Clinton
4.98 out of 5 average rating, 98 reviews

Guest House at the Marina

DennisRating, 5 stars9 months ago
We absolutely loved our stay in Clinton! The apartment was beautiful and clean with an amazing view. We tried lots of local hot spots and had a great swim at nearby Hammonasset. Communication and instructions were excellent. We look forward to returning!
Superhost
Cottage in East Haven
4.93 out of 5 average rating, 30 reviews

Cozy Cottage with Water Views Steps to the Sand

SamuelRating, 5 stars9 months ago
We had a great stay! The kitchen was nicely stocked and the house was clean. Plenty of outdoor space and beds made it comfortable even for a large group!

Quick stats about holiday rentals with a kayak in Southold

  • Total rentals

    30 properties

  • Nightly prices starting at

    ₹15,582 before taxes and fees

  • Total number of reviews

    570 reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore