Tylerton Vacation Rentals

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Our top choices for Tylerton vacation rentals

Charming 3-bedroom house with WiFi, AC& heat in peaceful Reedville

Charming 3-bedroom house with WiFi, AC& heat in peaceful Reedville
2.0 star property
Reedville
7.8 out of 10, Good, (8)
"Nice place "
United States
Luis A.
$166 nightly
The price is $178
Jan 10 - Jan 11, 2026
Total with taxes and fees
Charming 3-bedroom house with WiFi, AC& heat in peaceful Reedville

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Point Lookout
9.4 out of 10, Exceptional, (8)
"The cottage was clean and welcoming. The location can't be beat. It is right on the water, quiet and nearby point lookout. Great place to visit and walk our dogs. The property owners were responsive and gave us a nice list of things to do around the area. Would definitely stay again!"
United States
Adam P.
$287 nightly
The price is $317
Jan 5 - Jan 6, 2026
Total with taxes and fees
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

Cottage near the Bay

Cottage near the Bay
Crisfield
8.8 out of 10, Excellent, (52)
"Great little place "
United States
Eric R.
$177 nightly
The price is $188
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cottage near the Bay

Tangier Escape, great place get away from it all on Deal Island, MD.

Tangier Escape, great place get away from it all on Deal Island, MD.
Deal Island Historic District
10.0 out of 10, Exceptional, (1)
"Helpful host, clean house, peaceful location! "
United States
Jennifer P.
$194 nightly
The price is $206
Jan 6 - Jan 7, 2026
Total with taxes and fees
Tangier Escape, great place get away from it all on Deal Island, MD.

Newly updated 3 bedroom cottage with Solo Stove fire pit

Newly updated 3 bedroom cottage with Solo Stove fire pit
Reedville
9.8 out of 10, Exceptional, (18)
"Great place "
United States
Myranda R.
$223 nightly
The price is $239
Jan 4 - Jan 5, 2026
Total with taxes and fees
Newly updated 3 bedroom cottage with Solo Stove fire pit

Reelin&Relaxin Spacious Farmhouse Reedville, VA Sleeps 8: 3 Bdrm 2 full bathroom

Reelin&Relaxin Spacious Farmhouse Reedville, VA Sleeps 8: 3 Bdrm 2 full bathroom
Reedville
10.0 out of 10, Exceptional, (26)
"We stayed while visiting for a family member graduation. The property was wonderful; the kitchen was well supplied and the little ones loved the games! Everything was very clean and comfortable. The owner was very responsive with any questions I had. We plan on staying here again the next time we are in town!"
United States
Sarah B.
$361 nightly
The price is $387
Jan 4 - Jan 5, 2026
Total with taxes and fees
Reelin&Relaxin Spacious Farmhouse Reedville, VA Sleeps 8: 3 Bdrm 2 full bathroom

Deal Island Bay Cottage

Deal Island Bay Cottage
Deal Island
9.6 out of 10, Exceptional, (58)
"We got every year and stay here, it’s great! "
United States
Margaret H.
$246 nightly
The price is $261
Jan 1 - Jan 2, 2026
Total with taxes and fees
Deal Island Bay Cottage

Bayfront Oasis with Heated Pool, Hot Tub & Playground! Family & Pet friendly!

Bayfront Oasis with Heated Pool, Hot Tub & Playground! Family & Pet friendly!
Reedville
8.0 out of 10, Very Good, (1)
"We had a great time. The host was very welcoming and helpful. Hope to go back again."
United States
holly u.
$992 nightly
The price is $1,065
Jan 8 - Jan 9, 2026
Total with taxes and fees
Bayfront Oasis with Heated Pool, Hot Tub & Playground! Family & Pet friendly!

Come escape to Smith Island for the winter and enjoy nature, peace and quiet

Come escape to Smith Island for the winter and enjoy nature, peace and quiet
Smith Island
9.8 out of 10, Exceptional, (15)
"Such a lovely, cozy little house. Right in town. We could walk to restaurants and the bakery. We really enjoyed talking with the islanders and the walk out to Rhodes Point was beautiful. "
United States
Debra M.
$273 nightly
The price is $289
Dec 31 - Jan 1, 2026
Total with taxes and fees
Come escape to Smith Island for the winter and enjoy nature, peace and quiet
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Tylerton Hotel Reviews

Find out more about Tylerton

Everything you need to know about Tylerton vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Tylerton vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Tylerton vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Tylerton vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Tylerton. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Tylerton in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $188 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Tylerton rentals

At Expedia, we put the best Tylerton vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Tylerton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Tylerton vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Tylerton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Tylerton?

Yes, we give you a choice of vacation rentals near top local attractions in Tylerton, or you can choose a secluded option if you're looking for a relaxing stay.

What’s there to see and do in Tylerton?

While you're exploring the area, Smith Island and Terrapin Sand Point are a couple of picturesque spots to get outside and enjoy nature. Tylerton County Dock and Crisfield City Dock are a couple of places you'll find in the larger area.

What’s a vacation rental in Tylerton like?

Vacation rentals are privately owned properties you can stay in for short or long periods in Tylerton. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from public hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for a small group gathering.