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Top Holiday Rentals in Tylerton

Cottage near the Bay

9.0 out of 10, Wonderful, (41)
"great, peaceful "
The price is £143
includes taxes & fees
12 Aug - 13 Aug
Cottage near the Bay

Historic home on Smith Island w/ dock!

9.6 out of 10, Exceptional, (43)
"This property was perfect for a family of 4. It was very clean, the kitchen was well stocked and the neighbors were amazing and helpful. Visit the arcade by the marina right before sunset!"
Historic home on Smith Island w/ dock!

Private infinity pool, plus your own dock, kayaks, and bikes on the waterfront!

9.6 out of 10, Exceptional, (92)
"This is a wonderful property to visit. It was in a great location with beautiful views. The property is clean, the host was friendly and accommodating. It is a location that I would definitely recommend and go back to visit again."
Private infinity pool, plus your own dock, kayaks, and bikes on the waterfront!

Private Beach Front Getaway at The Sunshine Beach Cottage.

9.8 out of 10, Exceptional, (71)
"If you want to relax by the water and getaway from the hustle and bustle, this is the place. The cottage is updated and cozy with amazing views. Just step off the patio onto the sand. Cottage was stocked with essentials and extra goodies to make it feel like home."
Private Beach Front Getaway at The Sunshine Beach Cottage.

A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach

10.0 out of 10, Exceptional, (117)
"It was a great stay!"
A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach

Bay Front Small Contemporary

9.8 out of 10, Exceptional, (108)
"Perfect spot for a quiet Easter weekend with books and the sound of water while sitting in the Adirondack chairs each day. You won’t regret this stay, will definitely come back! "
Bay Front Small Contemporary

'river's Edge Retreat With Kayaks & River Access!

3.0 star property
'river's Edge Retreat With Kayaks & River Access!

BEACH COTTAGE BY THE SEA....

9.8 out of 10, Exceptional, (30)
"A beautiful little cottage with a beautiful beach front access and plenty of amenities."
BEACH COTTAGE BY THE SEA....

Get away to relax on Smith Island in the Chesapeake Bay with golf cart included

9.8 out of 10, Exceptional, (11)
"Smith island is lovely! This house was perfectly located and furnished and the owner super helpful."
The price is £238
includes taxes & fees
14 Aug - 15 Aug
Get away to relax on Smith Island in the Chesapeake Bay with golf cart included

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

2.0 star property
8.0 out of 10, Very good, (5)
"I did do some cooking and did not find a sheet pan."
Charming 3-bedroom house with WiFi, AC& heat in peaceful Reedville

Near Chincoteague & Assateague Island Charming 2-bedroom cottage

9.0 out of 10, Wonderful, (2)
"very clean and neat, quiet. just what i needed"
Near Chincoteague & Assateague Island Charming 2-bedroom cottage

Private 5-acre Waterfront Retreat with Main & Guest House & BBQ Shed

10.0 out of 10, Exceptional, (5)
"We stayed for a long easter weekend getaway. It was a random pick on the map for a location choice. We had a great time with many memories made. Our kids (age range 16-21) loved the location and water front access. The crab pots and kayacks made available were a hit. Though we never caight a fish or crab, the ongoing tries never failed. From the moment we booked and arrived the host was easy to communicate with. The house and guest house were just as described. Every little touch was perfect....
Private 5-acre Waterfront Retreat with Main & Guest House & BBQ Shed

Pet-Friendly Smith Island Cottage w/ Golf Cart!

10.0 out of 10, Exceptional, (17)
"The island is a beautiful and peaceful. Everyone there is so friendly and helpful. The cottage was a very clean and comfortable place to stay. We had 3 adults and 2 huskies and the home was very spacious. It is close to the docks, restaurant, and grocery store. We enjoyed our stay. If you’re looking for a peaceful and relaxing getaway this is the place to go! "
Pet-Friendly Smith Island Cottage w/ Golf Cart!

Walk to Main Street: Family-Friendly Crisfield Gem

10.0 out of 10, Exceptional, (2)
"Beautiful property"
Walk to Main Street: Family-Friendly Crisfield Gem

'River's Edge Retreat’ with Kayaks & River Access!

9.4 out of 10, Exceptional, (60)
"Group outing went flawless with this spacious pad. Plenty of room to accommodate our group."
'River's Edge Retreat’ with Kayaks & River Access!

When you want to get away from everything Magnolia shores 2 acres of tranquility

10.0 out of 10, Exceptional, (69)
"Nice property, clean. Perfect for a getaway !"
When you want to get away from everything Magnolia shores 2 acres of tranquility

IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK

10.0 out of 10, Exceptional, (17)
"Took my grandson for a weekend trip to Smith Island to celebrate his HS graduation. My daughter, also, accompanied us, since I am a 90 year old "Grammy", and need some assistance. Our cottage was clean, comfortable and had all of our needs. The host, Kim, was extremely attentive, and made our dinner the night we arrived so we could just relax. I would highly recommend Idle Hour as the place to stay on Smith Island. Pat Reynolds, Ellicott City, MD"
IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK

Magical Sunsets and Breathtaking Views in Heathsville/Wicomico River- Sleeps 10

9.8 out of 10, Exceptional, (38)
"Adorable home with an amazing view from any window! We kayaked right from the dock. The view is why you stay here! Breathtaking! Management responded quickly. We would definitely stay again and recommend to anyone who loves the water and views. "
Magical Sunsets and Breathtaking Views in Heathsville/Wicomico River- Sleeps 10

Walk to Beach: Pet-Friendly Gem in Scotland!

10.0 out of 10, Exceptional, (3)
"This cute and comfortable cottage had everything I could need. The community beach was lovely and spotted deer on my walks. It was just a quick drive to Point Lookout. I thoroughly enjoyed my stay!"
Walk to Beach: Pet-Friendly Gem in Scotland!

Waterfront Maryland Retreat w/ Dock & Bay View!

9.8 out of 10, Exceptional, (9)
"The house is absolutely beautiful and the view is spectacular ! If by chance you forget to bring something with you dont worry they have it all right down to the lotion. The neighbors are great too ! Loved our stay."
Waterfront Maryland Retreat w/ Dock & Bay View!
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

Frequently asked questions

Are there holiday rentals in Tylerton?

Yes, there are holiday rentals close to the most popular sights in Tylerton, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Tylerton has to offer?

Historic home on Smith Island w/ dock!: This holiday home rental outside of Tylerton is located on the waterfront, and has a patio, a private garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of books.

What’s there to see and do in Tylerton?

Explore the area and family-friendly sights such as Reedville Fishermen's Museum, or get out into nature at a spot like Smith Island. Tylerton County Dock and Terrapin Sand Point are a couple of places you'll find in the wider area.

What’s a holiday rental in Tylerton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Tylerton. Holiday rentals offer extras like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for families.