Holiday Rentals in Tylerton

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Holiday Rentals in Tylerton

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

Reedville
9.8 out of 10, Exceptional, (62)
"Beautiful house with great views, fantastic amenities. "
United States
Monica
Secluded, Waterfront Retreat: Fire pit, Private Dock, Game Room, Kayaks!

Near Chincoteague & Assateague Island Charming 2-bedroom cottage

Saxis
9.4 out of 10, Exceptional, (3)
"Lovely, small but cozy, great place to bond and enjoy good food and drink."
United States
Bob H.
Near Chincoteague & Assateague Island Charming 2-bedroom cottage

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

2.0 star property
Reedville
8.0 out of 10, Very good, (7)
"Really nice area. I will be returning. Very nice. Thank you!"
United States
Bruce G.
The price is €169
includes taxes & fees
18 Nov - 19 Nov
Charming 3-bedroom house with WiFi, AC& heat in peaceful Reedville

A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 1 Min Walk to Sand

Point Lookout
10.0 out of 10, Exceptional, (125)
"We had a fantastic stay at the Hideaway in Hays Beach. We were coming up to see our 93yr old Grandmother who lives about 45 minutes away. Our families rented two homes in the area and were able to enjoy our time with three generations that aren’t able to see each other often. The home was exactly as shown, perfectly decorated and incredibly well stocked! We’d absolutely come back!"
United States
Seth H.
A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 1 Min Walk to Sand

Cottage near the Bay

Crisfield
8.8 out of 10, Excellent, (50)
"We had a great time! Everything went smoothly from beginning to end! We would definitely stay here again. "
United States
Jennifer J.
The price is €165
includes taxes & fees
15 Nov - 16 Nov
Cottage near the Bay

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

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

"Dragonfly" Waterfront Cottage on Chesapeake Bay

2.5 star property
Reedville
10.0 out of 10, Exceptional, (3)
"The perfect getaway for our little family. Our dog, Francesca absolutely loved lounging on the beach and exploring the property. We enjoyed kayaking in the morning, photographing birds on the water in the afternoon, and making s'mores by the fire at night. The location is incredibly relaxing and stunning. The house was clean, cozy, and we wish that we could have stayed forever. The hosts were great. We would love to come back- definitely worth the 6 hour trip from Pennsylvania. "
United States
Kaytlin L.
"Dragonfly" Waterfront Cottage on Chesapeake Bay

Bay Front Small Contemporary

Reedville
9.8 out of 10, Exceptional, (114)
"Great place with a spectacular view. Would definitely love to stay again!"
United States
Jasper W.
Bay Front Small Contemporary

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

Reedville
9.6 out of 10, Exceptional, (95)
"We had a nice quiet week in this adorable and clean home just relaxing in the pool and spending time in the kayaks. We ventured out for some yummy Mexican food for dinner, ice cream in Reedville, and the nearby cafe to try their cappuccino and breakfasts but otherwise spent a nice family week playing games and swimming. "
United States
Judine K.
Private infinity pool, plus your own dock, kayaks, and bikes on the waterfront!

Newly updated 3 bedroom cottage with Solo Stove fire pit

Reedville
9.8 out of 10, Exceptional, (17)
"This was a nice quiet place for family to enjoy."
United States
Terry S.
The price is €214
includes taxes & fees
16 Nov - 17 Nov
Newly updated 3 bedroom cottage with Solo Stove fire pit

River front Home built in 2021 with Private Pier

Reedville
10.0 out of 10, Exceptional, (11)
"Great stay"
United States
Peyton S.
River front Home built in 2021 with Private Pier

Private Beach Front Getaway at The Sunshine Beach Cottage.

Point Lookout
9.8 out of 10, Exceptional, (80)
"Everything was as advertised. Clean and tidy. Easy to find. Had everything we needed while visiting some state parks. Kids loved the beach and already asked to go back"
United States
Erik S.
Private Beach Front Getaway at The Sunshine Beach Cottage.

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

Heathsville
9.6 out of 10, Exceptional, (42)
"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. "
United States
Lisa F.
Magical Sunsets and Breathtaking Views in Heathsville/Wicomico River- Sleeps 10

𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻 𝐇𝐀𝐘𝐒 𝐁𝐄𝐀𝐂𝐇 step of your porch into the sand 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘

Point Lookout
10.0 out of 10, Exceptional, (124)
"This was the perfect spot for our first vacation with our baby. Quiet, private, and fun! So glad we stayed. "
United States
Paige T.
𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻 𝐇𝐀𝐘𝐒 𝐁𝐄𝐀𝐂𝐇 step of your porch into the sand 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘

Deal Island Bay Cottage

Deal Island
9.6 out of 10, Exceptional, (57)
"Very nice house and close enough to go places but far enough to be peaceful."
United States
Larry F.
The price is €232
includes taxes & fees
16 Nov - 17 Nov
Deal Island Bay Cottage

Beautiful Bayfront with Sanctuary Private Beach

Saxis
9.2 out of 10, Wonderful, (24)
"We had a wonderful 4 days stay. The location is peaceful and quiet with beautiful views. The house was clean and the host communicated well. Would definetly stay again."
United States
katrina g.
Beautiful Bayfront with Sanctuary Private Beach

Private, Waterfront, Ultra-clean, Pet friendly, Kayaks, Canoe, Firepit, more!

Reedville
10.0 out of 10, Exceptional, (223)
"Beautiful house, secluded and very private. Highly recommend"
United States
Riaan M.
Private, Waterfront, Ultra-clean, Pet friendly, Kayaks, Canoe, Firepit, more!

Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart

Smith Island
9.8 out of 10, Exceptional, (15)
"The perfect place to wind down, reconnect with people, culture and a way of life we’ve strayed away from. The house was amazing! The town, the good people and the atmosphere just as much. "
United States
David
The price is €277
includes taxes & fees
15 Nov - 16 Nov
Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart

BEACH COTTAGE BY THE SEA....

Reedville
10.0 out of 10, Exceptional, (32)
"Nice quiet location on the Chesapeake is exactly what we wanted. Watching the dolphins in the morning was great. Being from Wisconsin around noisy cities of Milwaukee and Chicago this getaway was perfect. Thank you "
United States
Gary K.
BEACH COTTAGE BY THE SEA....

Waterfront Getaway: Kayaks, Paddle Board, Fishing!

Reedville
10.0 out of 10, Exceptional, (18)
"Very nice, would definitely come back thanks "
United States
Stephen B.
Waterfront Getaway: Kayaks, Paddle Board, Fishing!
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Tylerton holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Tylerton holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Tylerton holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Tylerton holiday rentals we have selected for you start as low as €165 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Tylerton rentals

At Expedia, we put the best Tylerton holiday 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 holiday.

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 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?

Private 5-acre Waterfront Retreat with Main & Guest House & BBQ Shed: This holiday home rental outside of Tylerton is located on the waterfront, and has a balcony, a selection of games and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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 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.