
Holiday rentals with a kayak in Sandwich
Find and book unique kayak rentals on Airbnb
Quick stats about holiday rentals with a kayak in Sandwich

Total holiday rentals
Explore 40 holiday rentals in Sandwich

Nightly prices starting at
Sandwich holiday rentals start at €104 per night before taxes and fees

Verified guest reviews
Over 1,200 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Sandwich holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Sandwich rentals

4.7 Average rating
Sandwich stays receive an average rating of 4.7 out of 5 from guests
Top-rated rentals with kayak in Sandwich
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

Freshwater Cottage - 1 min walk to private beach
Welcome to Freshwater Cottage, our home is designed with comfort and relaxation in mind, offering a perfect blend of modern amenities and rustic charm. Whether you're looking to escape the hustle and bustle of daily life, enjoy quality time with your family and explore the beauty of the surrounding landscape. Our retreat is located in a quiet neighborhood 3 houses from Sandy Beach and Wall Pond and 4 minutes to fully recreational Big Sandy Pond with private association beaches and boat landing.
4.95 out of 5 average rating, 111 reviews
2BR Directly on Pleasant Beach – 30 Steps to Ocean
You are not near the beach- You are on it! Only 30 steps from your door to the ocean! Fall asleep to waves. This is a true beachfront cottage located directly on Pleasant Beach. Drink your morning coffee watching the tide roll in. This adorable cottage is reflective of old Cape Cod and is part of a direct beachfront triplex property in the heart of Cape Cod with panoramic views of Pleasant Beach. You'll never feel like you need to leave the cottage but it is close to the quaint Harwich village.
4.83 out of 5 average rating, 128 reviews
Water Front Pond House - 3 acre Cape Cod Sanctuary
Extraordinary pondfront sanctuary on Cape Cod. 1300 sq.ft. home sleeps 8 in 3 bedrooms and 1 bath. Private dock and beach area. House is on the Pond and sited on 3 pristine acres - this property offers exceptional privacy with full water recreation opportunities while also being close to everything "Cape Cod". Centrally located in laid-back Brewster, 5 minutes to Bayside beaches, 10 mins to Chatham, Harwich Port, and Orleans. Local owners have 22 years of online vacation rental experience.
4.87 out of 5 average rating, 243 reviews
Waterfront Cape Cod Family Home in Buzzards Bay
8 ACRES ON QUEEN SEWELL POND: Victorian Farm House & 400 ft. of private shoreline. Pond is spring fed/sandy bottom pond with shade trees & fishing. 2 Kayaks and 2 SUP provided. Across the pond is a sandy public beach. Enjoy the wrap around porch with rocking chairs and a wicker seating area. Plenty of space for everyone! Gourmet kitchen seats 10. Large rooms with spectacular pond views. Minutes to Cape Cod Canal, beaches, short drive to Plymouth, Falmouth other cape towns. 1 hour to Boston.
4.86 out of 5 average rating, 162 reviews
Little Boho Retreat by the Beach
Kick back and relax in the most calming, low charm country, coastal cottage the town of Marion has to offer. You’ll experience spectacular view of the beach right from the deck to watching the boats from the harbor. Don’t just limit yourself to life at the beach in just the summer months, come and make memories in this beautiful year-round cozy cottage. It's a perfect retreat to go swimming, kayaking, fishing, bird/seal/crabs watching and more right here in a private community on Dexter Beach.
5.0 out of 5 average rating, 245 reviews
"Cape Escape" luxury home w/pool & beach access.
Welcome to the Cape Escape! Enjoy views of Spectacle Pond from the 70 ft. deck of this recently renovated 5 bed/3 bath spacious home meeting all your needs! Relax by the in-ground pool in the private enclosed yard. Enjoy nights around the fire-pit. Directly across the driveway you can enjoy kayaking, sunbathing & swimming at the neighborhood beach. Within 6 miles of the home you will find the historic Sandwich boardwalk, Ocean beaches, Cape Cod Canal and more! Perfect for family gatherings!
4.99 out of 5 average rating, 102 reviews
Charming Pond-Front Boathouse
Charming antique boat house located directly on Long Pond. Quiet, peaceful accommodations with 180 views. Watch the American Bald Eagles and Osprey search for fish at dusk from your private deck that reaches out over the pond. Long Pond is full recreation, two kayaks and a canoe are available. Hiking, bicycling, golfing, fishing, swimming, boating, snorkeling, sunbathing, and napping are just a few of the activities that can be enjoyed in the quaint, semi-private, pond-front accommodation.
4.94 out of 5 average rating, 150 reviews
Waterfront Cottage / Your Cape Escape
Welcome to our fabulous, waterfront, studio cottage! Come relax and recharge at our beautiful property on Pocasset River, just five miles from the Bourne Bridge. Warm water beaches, bike paths, scrumptious restaurants and fun night spots are abundant and close by :) A lovely village awaits at your doorstep; walking distance to everything you’d ever need! Your accommodating hosts, Mary Ellen & Dan respect your privacy, but are most delighted to help in anyway to make for your perfect stay!
4.99 out of 5 average rating, 101 reviews
Paradise View Getaway | 4BR2BA | Stunning Lakeview
Step into a peaceful lakeside retreat in Plymouth, featuring a charming 4BR/2BA home with serene lake views. Ideal for families or small groups, this cozy getaway offers a relaxing escape surrounded by nature, water, and classic New England charm. Enjoy your morning coffee overlooking the lake, unwind in a quiet natural setting, and experience coastal MA living just minutes from local attractions. Herring Pond – few steps away White Horse Beach – 8 min drive Plymouth Rock – 12 min drive
5.0 out of 5 average rating, 10 reviews
Spacious 2 Bedroom Lakefront Suite
This beautifully furnished, waterfront, 2 bedroom suite is perfect for people seeking to unwind at a Cape Cod getaway, close to Cape Cod canal and boardwalk and within the historic township of Sandwich, with ocean beaches near by. It has a wrap-around deck overseeing the lake, with access from every room on the lower deck and separate entrance. Each room has spectacular views of the lake and evening sunsets. Our private beach is a few steps away and is available for your enjoyment.
4.92 out of 5 average rating, 145 reviews
Cozy Cottage on a Private Pond
This cozy cottage is located on a private 42 acre, spring fed, crystal clear private pond. Enjoy kayaking, swimming or fishing from the dock or just relax on the deck overlooking the pond. Sleeps 5 in 2 bedrooms and trundle bed in the 4 season room. There is good fishing and canal cruises, cafes and restaurants close by and a summer concert series in park. Many of our guests with children have visited Edaville Railroad and "Thomasville" It is about 15 miles from the cottage
4.85 out of 5 average rating, 285 reviews
The Luxury Vineyard Yurt
Discover this exceptional Luxury Yurt firsthand! Upon entering, you will be welcomed by a distinctive experience, featuring textured concrete radiant floors and a four-foot circular central skylight. Every aspect has been meticulously designed, allowing you to relax in a generous private yard. Enjoy your evenings under the stars, utilize the complimentary paddling, practice yoga in the spacious loft, and indulge in the beauty of your private island Yurt!
4.93 out of 5 average rating, 322 reviewsPopular amenities for kayak rentals in Sandwich
House rentals with a kayak

Fair Heaven, your West Island beachfront home
5.0 out of 5 average rating, 101 reviews
The Light House - on the water, secluded, kayaks
4.89 out of 5 average rating, 283 reviews
gorgeous waterfront cottage w/4kayaks and 2 SUPs
5.0 out of 5 average rating, 367 reviews
impeccable cottage STEPS to downtown OB & beach!
4.92 out of 5 average rating, 212 reviews
ShoestringBayHouse, waterfront & pool in Cotuit
4.97 out of 5 average rating, 29 reviews
The Quarterdeck | Oceanfront Fun for All Ages
5.0 out of 5 average rating, 61 reviews
Private Waterfront Escape | Kayaks + Firepit
5.0 out of 5 average rating, 14 reviews
Secluded Waterfront, Lake View, With Private Dock
4.98 out of 5 average rating, 57 reviewsCottage rentals with a kayak

Local Beach+ Fireplace + Hot Tub Under the *Stars*
4.96 out of 5 average rating, 167 reviews
★Waterview ★Pet Friendly ★Kayaks ★Trails ★
4.98 out of 5 average rating, 245 reviews
“Cozy Cottage” on Great Bay
4.94 out of 5 average rating, 229 reviews
Private Beachfront, AC, EV, Kayaks, Renovated!
4.98 out of 5 average rating, 116 reviews
MODERN COTTAGE W/ BIKES, PADDLE BOARDS & KAYAKS
4.93 out of 5 average rating, 540 reviews
Spectacular Beach- front home, includes linen
4.87 out of 5 average rating, 115 reviews
Compass Rose Cottage ★ Steps to Flax Pond & Trails
4.95 out of 5 average rating, 134 reviews
Cape Escape-The Perfect Getaway
4.93 out of 5 average rating, 138 reviewsOther holiday rentals with a kayak

Cape Cod Resort|Cabin w/Pool & Private Beach
5.0 out of 5 average rating, 10 reviews
The Blue Lagoon, Oak Bluffs
4.98 out of 5 average rating, 55 reviews
Spacious Home w/ Beach Pass & Private Pond Access
4.93 out of 5 average rating, 28 reviews
Cape and Lake Escape
5.0 out of 5 average rating, 30 reviews
Beautiful lakefront vacation property in Mashpee
4.96 out of 5 average rating, 94 reviews
Summer Serenity on Cape Cod (heated pool)
5.0 out of 5 average rating, 10 reviews
Private Waterfront Haven: New! Linens Included!
4.89 out of 5 average rating, 27 reviews
Sunburst Cottage on Long Pond
4.99 out of 5 average rating, 91 reviewsDestinations to explore
- Luxury rentals Sandwich
- Rentals with beach access Sandwich
- Rentals with lake access Sandwich
- Pet-friendly rentals Sandwich
- Rentals with pools Sandwich
- House rentals Sandwich
- Cottage rentals Sandwich
- Rentals with breakfast Sandwich
- Beachfront rentals Sandwich
- Rentals with a hot tub Sandwich
- Family-friendly rentals Sandwich
- Flat rentals Sandwich
- Hotel rooms Sandwich
- Waterfront rentals Sandwich
- Rentals with a kayak Barnstable County
- Rentals with a kayak Massachusetts
- Rentals with a kayak United States
- Cape Cod
- Boston Seaport
- Gillette Stadium
- Mayflower Beach
- Boston Convention and Exhibition Center
- West Dennis Beach
- Craigville Beach
- New England Aquarium
- Onset Beach
- Northeastern University
- East Sandwich Beach
- Duxbury Beach
- Easton Beach
- Saquish Beach
- Sandy Neck Beach
- Roger Williams Park Zoo
- Nauset Beach
- New Silver Beach
- Skaket Beach
- Falmouth Heights Beach
- Pinehills Golf Club
- Popponesset Peninsula
- Cape Cod Canal
- The Breakers





