Tylerton Vacation Rentals

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Vacation Rentals in Tylerton

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

10.0 out of 10, Exceptional, (116)
"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, (105)
"This is a really cute quiet property. A little hard to find, GPS sent us into the neighboring community at first."
Bay Front Small Contemporary

Cottage near the Bay

9.0 out of 10, Wonderful, (38)
"First time trying this style rental and I’m absolutely happy with the decision. The host was very accommodating and available to answer questions I had plenty of local information on hand to do things very family-friendly fun. "
The price is CA $110
CA $257 total
includes taxes & fees
Jul 27 - Jul 28
Cottage near the Bay

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

9.6 out of 10, Exceptional, (89)
"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!

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

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

Beautiful Bayfront with Sanctuary Private Beach

9.2 out of 10, Wonderful, (19)
"The property is beautiful and it was so nice to be so close to the water. Sunset view and fire pit out back were fun bonuses. Everything went smoothly and as expected. We enjoyed our stay, thank you!"
Beautiful Bayfront with Sanctuary Private Beach

Hays Beach House - Hot Tub - Private Beach

9.6 out of 10, Exceptional, (8)
"Stayed with two other families for the State Swim Championships. Property is spacious, clean and well appointed. Even the kitchen knives were sharp!"
Hays Beach House - Hot Tub - Private Beach

Historic home on Smith Island w/ dock!

9.6 out of 10, Exceptional, (41)
"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!

Waterfront Getaway: Kayaks, Paddle Board, Fishing!

10.0 out of 10, Exceptional, (14)
"Very nice, would definitely come back thanks "
Waterfront Getaway: Kayaks, Paddle Board, Fishing!

Private Beach Front Getaway at The Sunshine Beach Cottage.

9.8 out of 10, Exceptional, (70)
"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.

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

9.6 out of 10, Exceptional, (4)
"The house was close to family in the area, so location was great. The house was clean and airy. The door lock was a bit tricky - otherwise all was excellent."
The price is CA $259
CA $528 total
includes taxes & fees
Aug 3 - Aug 4
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

BEACH COTTAGE BY THE SEA....

9.8 out of 10, Exceptional, (28)
"A beautiful little cottage with a beautiful beach front access and plenty of amenities."
BEACH COTTAGE BY THE SEA....

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

2.0 star property
7.6 out of 10, Good, (4)
"Really nice area. I will be returning. Very nice. Thank you!"
Charming 3-bedroom house with WiFi, AC& heat in peaceful Reedville

Walk to Main Street: Family-Friendly Crisfield Gem

10.0 out of 10, Exceptional, (1)
"Beautiful property"
Walk to Main Street: Family-Friendly Crisfield Gem

Near Chincoteague & Assateague Island Charming 2-bedroom cottage

10.0 out of 10, Exceptional, (1)
"very clean and neat, quiet. just what i needed"
Near Chincoteague & Assateague Island Charming 2-bedroom cottage

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!

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

10.0 out of 10, Exceptional, (4)
"We enjoyed our family vacation, so relaxing and accommodating. Loved the location and setup. "
Private 5-acre Waterfront Retreat with Main & Guest House & BBQ Shed

Waterfront Maryland Retreat w/ Dock & Bay View!

9.8 out of 10, Exceptional, (8)
"Beautiful sunset views and well accommodating house. "
Waterfront Maryland Retreat w/ Dock & Bay View!

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"
The price is CA $214
CA $400 total
includes taxes & fees
Aug 3 - Aug 4
IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK

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

9.8 out of 10, Exceptional, (9)
"Smith island is lovely! This house was perfectly located and furnished and the owner super helpful."
The price is CA $306
CA $470 total
includes taxes & fees
Jul 30 - Jul 31
Get away to relax on Smith Island in the Chesapeake Bay with golf cart included
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 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?

Cottage near the Bay: This vacation home near Tylerton is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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 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.