Tylerton Vacation Rentals from ￥44,926: Search Short-Term Rentals

Q: What's the top vacation rental in Tylerton?

Bay Front Small Contemporary : This vacation home near Tylerton is located on the beach and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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Our top choices for Tylerton vacation rentals

1. Summer is here on Smith Island! Come out and enjoy a great season on the Bay

Smith Island

Samantha J.

￥56,300 total

includes taxes & fees

Aug 2 - Aug 3

2. Cottage near the Bay

Crisfield

Pamela

￥29,698 total

includes taxes & fees

Aug 9 - Aug 10

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

Deal Island Historic District

Jennifer P.

￥38,708 total

includes taxes & fees

Aug 12 - Aug 13

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

Reedville

Myranda R.

￥44,926 total

includes taxes & fees

Aug 4 - Aug 5

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

Reedville

Anonymous traveler

￥57,152 total

includes taxes & fees

Aug 31 - Sep 1

Coffee/tea maker, fridge, microwave, oven

6. Deal Island Bay Cottage

Deal Island

Margaret H.

￥43,880 total

includes taxes & fees

Aug 27 - Aug 28

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

Point Lookout

William L.

￥67,234 total

includes taxes & fees

Aug 19 - Aug 20

Smart TV, fireplace, table tennis, books

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

Point Lookout

Allie P.

￥105,279 total

includes taxes & fees

Aug 20 - Aug 21

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Top Tylerton Hotel Reviews

Rodeway Inn at Somers Cove Marina

10/10 Excellent

"I would definitely stay here again."

Private sand beach on Chesapeake Bay--Great for Kids--Sunrise/Sunset Views

10/10 Excellent

"An absolutely heavenly space. The cottage was warm, cozy and a true home away from home. The wooden interior takes you back to days gone by. As soon as we opened the door I was overcome with emotions feeling as if I knew this place from my past. One night the power went out, but there were some oil lamps so we could play Scrabble and other games. We spent most of our time on the screened in porch soaking in two parts of nature. The bayside included the beach, gentle lapping waves, & seagulls. Then the woodland side provided us with frogs, cicadas, even two owls hooting at night. We kayaked and fished. I was extremely impressed with the all natural medicinal plants growing along side the property. The dog fennel and the wild yarrow. The cottage was private and surrounded by farm land and a few distant cottages. Very relaxing and we certainly didn't want to leave."

𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻, ON THE SANDS OF THE 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘

10/10 Excellent

"This place is perfect for a couple or small family looking for a beach-side getaway. The house is literally right on the Chesapeake. The furniture is abundant, and all extremely comfortable. The kitchen is very well-stocked with all the things you probably forgot. And Missy is a first-class host: her communication is clear and extensive, and she has a website set up to help vacationers navigate At Mary's County with confidence. We will definitely stay here again."

Beautiful Bayfront with Sanctuary Private Beach

8/10 Good

"Place is nice and big. It’s in a quiet town which is what we were looking for. The place has well water but when you turn it on it smells like straight rotten eggs. It was definitely hard to shower because that’s all you can smell. During our stay we had some electrical issues but the owner was very attentive to it. Just wish it was caught before our stay. Overall we had a nice stay!"

Walkable Beach Retreat on Chesapeake Bay!

10/10 Excellent

"Such a great place to stay! Very equipped cottage. We rented a golf cart to get us around the island. Beach is walkable and the cottage has some chairs sand toys and umbrellas you can borrow. Caretaker Fran stopped by to make sure we had everything we needed too which was great. All the locals are super friendly and very welcoming. We will be back next summer for sure. Thank you"

BEACH COTTAGE BY THE SEA....

10/10 Excellent

"The host was excellent at communication. It was our first time with the baby; everything was clean, and I could even do floor (tummy) time with the baby. Also, the private beach on the property was a gem as well! Kayaks were also used, and they were very sturdy and good too. This property was good for viewing sunrises and wildlife. For July 4, it was perfect because it was quiet. I want to stay there again."

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?

Bay Front Small Contemporary: This vacation home near Tylerton is located on the beach and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What’s there to see and do in Tylerton?

While you're exploring the area, Smith Island and Jersey Island are a couple of picturesque spots to get outside and enjoy nature. Tylerton County Dock and Somers Cove Marina 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. Summer is here on Smith Island! Come out and enjoy a great season on the Bay

2. Cottage near the Bay

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

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

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

6. Deal Island Bay Cottage

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

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

Find vacation rentals that suit your style

Top Tylerton Hotel Reviews

Rodeway Inn at Somers Cove Marina

Historic home on Smith Island w/ dock!

Private sand beach on Chesapeake Bay--Great for Kids--Sunrise/Sunset Views

𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻, ON THE SANDS OF THE 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘

Cottage near the Bay

Beautiful Bayfront with Sanctuary Private Beach

Walkable Beach Retreat on Chesapeake Bay!

BEACH COTTAGE BY THE SEA....

Bay Front Small Contemporary

Find out more about Tylerton

Frequently asked questions

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