
Holiday rentals with a kayak in Chincoteague
Find and book unique kayak rentals on Airbnb
Top-rated rentals with kayak in Chincoteague
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

Unique style, Waterfront Dock,Yard,Kayaks,SUP,King
Nestled on Little Oyster Creek in the charming small town of White Stone, is Beacon Bay Getaway. This lighthouse style home is situated on 3 private acres and has 3 water views: the Creek, the Chesapeake Bay and the Rappahannock River all which can be viewed from the wrap @ deck and top observation lookout. Enjoy the large yard with fire pit. Launch a kayak/SUP from our dock or bring your fishing rods to catch Croaker. Have fun catching blue crabs with our crab traps. Follow @beaconbaygetaway

Waterfront-CI Bay sunsets-Amazing views
Wide expansive waterfront view of Chincoteague bay-awesome sunsets! 5 waterview rooms. The narrow bit of land across 3446 Main St. belongs to our property w/chairs + a firepit + water access to launch kayaks (2) provided! An open plan-coastal rustic design. Front sitting room w/sofa + high-top table. A large upscale kitchen, two sofas in living room, 2 bdrms, & sleeping loft + a tiny office with a twin murphy bed. Large deck-table, sofa + grill. Family home, not ideal for more than 3 adults.

Waterfront Guesthouse II on the Rappahannock
The “Beach House” is a guest cottage at Snug Harbor, a 2 acre private property overlooking the Rappahannock River and Chesapeake Bay. Perfect for a couple’s getaway, this well-appointed cottage has beautiful water views and includes access to our private beach & dock (with guest slip) with use of our paddle boards and kayaks. The cottage’s 1st floor features an open liv/din/kit area, full bath with large shower and a covered patio. The 2nd floor features a large loft bedroom with a queen bed.

Pearl in the Pines: bikes, kayaks, EV charger
Nestled in the shade of tall pine trees in the private community of Oyster Bay, "Pearl in the Pines" is a charming coastal retreat equipped to meet any need. This bright and beachy 3-bedroom, 2-bathroom home accommodates up to 6 guests and is pet-friendly, making it an ideal space to vacation with your entire family. The spacious screened porch offers the perfect perch to savor your morning coffee with the sunrise or relax with friends and family while enjoying fresh, locally sourced seafood.

Pretty Byrd Cottage, a Victorian Bayfront Getaway!
Imagine getting away from it all by crossing a footbridge to a private island with a Victorian cottage on your own private 3-acre lake! This property is a unique oasis that combines today's modern conveniences with the charm of elegant decor. Enter the front door and be taken in by the surrounding water views, and enjoy charming verandas and a balcony that overlook the lake and gardens surrounding the cottage. Guests can also enjoy the use of a private beach, fishing, kayaks and a paddleboat!

Private romantic pet friendly waterfront cottage
On Virginia’s beautiful Eastern Shore, The Birdhouse at Windfall Farm is the ultimate romantic getaway. Just steps from Pungoteague Creek (a short boat ride to the Chesapeake Bay)on one side and a picturesque large stocked pond on the other, The Birdhouse is a charming 1 bedroom hideaway, with abundant wildlife, walking trails on our 62 acre working farm, kayaking, fishing, crabbing, and stargazing, all amid Nature’s beauty. Be our guest for an unforgettable time on Virginia’s Eastern Shore!

A "True" Chesapeake Bay Waterfront Experience!
Get away from it all... The Thicket Point Fish Camp is a true Chesapeake Bay waterfront property and the perfect place to escape for the best of the Eastern Shore. Located just 5 miles from downtown Onancock, VA, and everyday conveniences, this property is one of a kind! This is the "Sunset House" expanded and completely renovated in May 2018, It is complemented by our "Bayside House" - also available on Airbnb. Be ready for the smell of the salt air and to enjoy million-dollar sunsets!

Cottage by the bay (private peaceful surroundings)
Privacy, peace, relaxation, togetherness … this cottage is the perfect place for memory-making with your family and friends! The kitchen is stocked with every spice and tool you may require to create a delicious meal, which can be enjoyed at the breakfast bar, large dining table, or outside, surrounded by the tranquil Virginia ambience. The shed, equipped with kayaks, paddle board, crabbing gear, bicycles, beach stuff chairs, has all you may need for a day on the bay or at the ocean.

Charming Waterfront Cottage on Cedar Creek
Come unwind in this comfy cottage right on the water. Situated on a 2-acre wooded lot, this colonial home offers peaceful seclusion and unbelievable water views from every room. This 1930’s cottage has modern updates and plenty of room, with two large bedrooms downstairs and a delightful bedroom suite upstairs. Restaurants and shopping await in the historic town of Onancock, only a 5-minute drive or boat ride away. Private dock for swimming and fishing, two kayaks available for guest use.

"Jolly"- Houseboat Getaway
"Tiny house on the water"! Jolly is a 42ft Holiday Mansion. Baywater Landing buzzes with watermen & boaters by day & is a peaceful stargazing hotspot by night. She features a master suite & deck areas to enjoy! 35 mins from Ocean City & Assateague Island. 45 mins from Chincoteague Island. Jolly remains docked, but guests have access to kayaks and paddle boards at no additional charge. Baywater Landing is secluded- some even say "boring"- but we think that's the whole point!

The Laughing King Retreat Honeymoon Island Cottage
Honeymoon Island Cottage is an adults-only lodging experience like no other. You and your guest will stay in a charming tiny farmhouse that is located just steps from the Chesapeake Bay on a USDA certified organic farm. Enjoy access to a private saltwater pool, private beach, Chesapeake Bay water access for boating, swimming, paddleboarding, fishing or just soaking, dig for clams, collect wild oysters, or just sit and marvel at the beauty. We look forward to welcoming you.

Secluded Waterfront · Kayaks, Firepit, Beach 15mi
Casa Blue Heron is a 2,254 ft² (209 m²) custom waterfront home with a private dock, firepit, and water views throughout - nestled on a tidal inlet connected to Chincoteague Bay - and near Assateague, Berlin, Ocean City, Snow Hill, and much more. ★ "A private and tranquil setting where it is impossible not to relax and appreciate nature… Wish I had booked an extra day!" Add us to your wish list by clicking the ❤️ in the upper-right corner.
Popular amenities for kayak rentals in Chincoteague
House rentals with a kayak

The Puskar’s Landing

Serene Waterfront Metompkin Retreat - Entire Home

Reel Relaxation-Waterfront

Waterfront Family Retreat• Private Dock • 5 BR

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

Campfire Bliss at the Beach

Newly Renovated Modern 3 bed 2 bath Water Front

Blue Heron WaterSide
Cottage rentals with a kayak

Peaceful 5 bedroom cottage on the Eastern Shore...

Levering Creek Cottage with private dock

Cottage on Prentice Creek, PA

IDLE HOUR 3 BR 1 1/2 B w/ golf cart rental

Waterfront Cottage in Mt. Vernon

Creeks End Farmhouse

Waterfront Cottage with Private Chesapeake Beach

Secluded Waterfront:Kayaks, Sunrises & Unwind
Cabin rentals with a kayak

"Elderberries" Chesapeake Bayfront Cottage

Luxury Historic Waterfront Cabin

Awesome private off grid Creek front Cabin.

The Boathouse on the Creek

Modern Island Cabin

Dinna Fash-3 BR Waterfront Log Cabin

Waterfront Cabin: beach, kayaks, hot tub & firepit

Beach Road Oasis, Tangier Island, VA
When is the best time to visit Chincoteague?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £129 | £135 | £129 | £123 | £137 | £170 | £200 | £187 | £144 | £121 | £106 | £109 |
| Avg. temp | 3°C | 4°C | 8°C | 13°C | 18°C | 23°C | 26°C | 25°C | 22°C | 16°C | 10°C | 6°C |
Quick stats about holiday rentals with a kayak in Chincoteague

Total holiday rentals
Explore 40 holiday rentals in Chincoteague

Nightly prices starting at
Chincoteague holiday rentals start at £59 per night before taxes and fees

Verified guest reviews
Over 1,430 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
30 properties have a dedicated workspace

Wifi availability
40 of Chincoteague holiday rentals include wifi access

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

4.9 Average rating
Chincoteague stays are highly rated by guests – averaging 4.9 out of 5!
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- Chesapeake Bay
- Ocean City Beach
- Ocean City Boardwalk
- Ocean City Boardwalk
- Chincoteague Island
- Assateague Island National Seashore
- Northside Park
- Assateague State Park
- Jolly Roger Amusement Park
- Delaware Seashore State Park
- Bethany Beach Boardwalk
- Fenwick Island State Park Beach
- Ocean Pines Golf Club
- Roland E Powell Convention Center
- Trimper Rides of Ocean City
- Old Pro Golf
- Salisbury Zoo
- Bear Trap Dunes
- Holts Landing State Park
- NASA’s Wallops Flight Facility Visitor Center
- Layton's Chance Vineyard and Winery
- Baja Amusements





