Tylerton Vacation Rentals from ￥29,094: Search Short-Term Rentals

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Our top choices for Tylerton vacation rentals

1. Come out and enjoy Autumn at the HH Ranch on Smith Island.

Smith Island

Samantha J.

￥56,113 total

includes taxes & fees

Sep 19 - Sep 20

2. Cottage near the Bay

Crisfield

Pamela

￥29,094 total

includes taxes & fees

Sep 21 - Sep 22

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

Deal Island Historic District

Jennifer P.

￥38,352 total

includes taxes & fees

Sep 25 - Sep 26

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

Reedville

Anonymous traveler

￥57,565 total

includes taxes & fees

Sep 28 - Sep 29

5. Newly updated 3 bedroom cottage with Solo Stove fire pit

Reedville

Myranda R.

￥38,489 total

includes taxes & fees

Sep 20 - Sep 21

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

Point Lookout

sandi c.

￥67,506 total

includes taxes & fees

Oct 13 - Oct 14

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

Reedville

holly u.

￥210,068 total

includes taxes & fees

Sep 28 - Sep 29

Coffee/tea maker, fridge, microwave, oven

8. Deal Island Bay Cottage

Deal Island

Christopher M.

￥40,682 total

includes taxes & fees

Sep 20 - Sep 21

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Top Tylerton Hotel Reviews

Charming 2 Bedroom house in beautiful Smith Island Pet-Friendly Golf Cart

10/10 Excellent

"This is a great place to stay on Smith Island. Easy access to most areas. The Golf cart is also nice to have. The house has everything you need and many extras too! Highly recommend a visit here."

𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻, ON THE SANDS OF THE 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘

10/10 Excellent

"This is the 2nd year I’ve rented this home on the Chesapeake, and I’ll definitely be back! Missy has thought of every comfort and convenience! The home is clean, spotless, bright and welcoming! The kitchen has all you’d ever need! The view is breathtaking; I was up every morning before sunrise to welcome the gorgeous day, and get out on the beach to see what the latest high tide brought in! The screened porch is my favorite viewing place, and this year Missy has added a deck in front of the screened porch which is wonderful! I really can’t recommend this perfect cottage too much!!!"

Bay Front Small Contemporary

8/10 Good

"The location is fantastic but we had a little bit of difficulty finding it in the dark. Google Maps took us to the wrong house, but Apple Maps got us there just fine. The view is amazing and we enjoyed getting in the water. The outdoor shower is a plus and the house was comfortable. Remember to bring towels and bed linens and memorize the door code- we locked ourselves out! Great recommendations from the owner about restaurants and things to do. We also really appreciated that we could bring our dog with us. Thank you!"

BEACH COTTAGE BY THE SEA....

8/10 Good

"We very much enjoyed our stay. Thursday. This well-loved home is in a beautiful location. The spaces are tight but that wasn't a surprise. We had a great time. We couldn't figure out how to get the futons open, or the outside shower to turn on...but to be fair, we didn't reach out to the host to ask about it."

Beautiful Bayfront with Sanctuary Private Beach

10/10 Excellent

"This place is fantastic! Our family had a blast here. The beach was nice! Definitely bring the bug spray but for the most part it was just a few hours at dusk and mainly those greenhead flies on the beach. Wasn't a problem with a breeze off the water or a little fire in the fire pit. Read the reviews and we didn't have a problem with the fridge nice and cold and as for the well water.... If you haven't had it before I guess it could be a shock but after a day or 2 hardly noticeable and my kids didn't even notice. Lots of board games and seasonings and things if needed. The store is aways away but I'll take the peace and quiet and the stars over being close to a grocery store! The ac worked really well for the kid to have a cool down. Beautiful spot for sure with the water close, friendly waving neighbors, and lots of room for a variety of activities. The hosts were very quick to respond to questions and provided easy info for check in and check out. We will definitely be coming back!!"

Find out more about Tylerton

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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 the top vacation rental in Tylerton?

Beautiful Bayfront with Sanctuary Private Beach : This vacation home near Tylerton offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Make the most of the selection of games in this rental home to help you unwind.

What’s there to see and do in Tylerton?

While you're exploring the area, Smith Island and Tangier Island Beach 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.

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Check prices for these dates

Our top choices for Tylerton vacation rentals

1. Come out and enjoy Autumn at the HH Ranch on Smith Island.

2. Cottage near the Bay

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

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

5. Newly updated 3 bedroom cottage with Solo Stove fire pit

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

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

8. Deal Island Bay Cottage

Find vacation rentals that suit your style

Top Tylerton Hotel Reviews

Charming 2 Bedroom house in beautiful Smith Island Pet-Friendly Golf Cart

𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻, ON THE SANDS OF THE 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘

Bay Front Small Contemporary

Rodeway Inn at Somers Cove Marina

BEACH COTTAGE BY THE SEA....

Kingsbay Mansion & Vacation Houses

Hideaway in Hays Beach: Western Sandy Shore of Chesapeake Bay and 5g WiFi!

Beautiful Bayfront with Sanctuary Private Beach

Secluded, Waterfront Retreat: Fire pit, Private Dock, Game Room, Kayaks!

Find out more about Tylerton

Frequently asked questions

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