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Compare 59 Vacation Homes in Tylerton with updated reviews, rates, and availability.

Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD

2.0 star property
9.6 out of 10, Exceptional, (4)
"Great house, attentive host, and a beautiful and quiet setting"
Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD

Private Northern Neck Retreat on Chesapeake Bay and Taskmaker Creek.

10.0 out of 10, Exceptional, (14)
"Words can not describe the memories that were made at this beautiful home during the past week. The sunrises, sunsets, the conversations on the deck, the fun times on the water, having thanksgiving dinner in a beautiful dining room with incredible views, the list could go on. This is our second time staying here, and we can't recommend this house and owner, Peter, enough. An absolute pleasure to work with Peter and his family. Thank you for the memories!"
Private Northern Neck Retreat on Chesapeake Bay and Taskmaker Creek.

Pine Shore Beach House on the Chesapeake Bay w/ 170ft pier

10.0 out of 10, Exceptional, (36)
"We wanted a family vacation and looked for a place on Chesapeake Bay. My son and daughter found this place and we reserved it. The house is beautiful. Has everything one would want. The location is great although it’s a bit of a drive to anywhere. Our plan was to spend most of the time at the house and in the bay. However that didn’t happen. First the weather didn’t cooperate as it rained most of the week. In addition there was an invasion of jellyfish. They were terrible! My grandchildren were...
Pine Shore Beach House on the Chesapeake Bay w/ 170ft pier

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

10.0 out of 10, Exceptional, (65)
"Great time with great hosts! "
When you want to get away from everything Magnolia shores 2 acres of tranquility

Bay House with Amazing View & Swimming Pool (open May- Sept.)

9.8 out of 10, Exceptional, (116)
"It is a dream place; my family and I had a great time, thanks to Jenn's prompt response. It is a very comfortable place and well-equipped for whatever one needs. I'll try to look them up on Facebook to follow them. Thank you very much for everything; it is a beautiful place with amazing views "
Bay House with Amazing View & Swimming Pool (open May- Sept.)

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

9.8 out of 10, Exceptional, (32)
"Very nice and quiet. We were there end of December. "
Magical Sunsets and Breathtaking Views in Heathsville/Wicomico River- Sleeps 10

Beachy Maryland A-Frame: Steps to Chesapeake Bay!

9.8 out of 10, Exceptional, (9)
"I loved this sweet A frame home! Celebrated my 48th birthday with a girls' trip and we all loved it. Enjoyed fires and Christmas movies each night. House has a lot of space and is so comfortable. Loved the views of the Bay, particularly from the sunroom and porch. Found quite a bit of sea glass on the neighborhood beach, as well as at the house beach during low tide. Owner was incredibly responsive and went above and beyond. Great place. Would highly recommend. "
Beachy Maryland A-Frame: Steps to Chesapeake Bay!

Chesapeake Bay and Lakefront home with Private Beach

10.0 out of 10, Exceptional, (37)
"Amazing property and amenities! Loved every minute!"
Chesapeake Bay and Lakefront home with Private Beach

Waterfront Marion Station Retreat w/ Private Dock!

8.6 out of 10, Excellent, (4)
"Home offers breathtaking views of the bay. Plenty of space for two families with children. Would love to come back!"
Waterfront Marion Station Retreat w/ Private Dock!

Historical Queen Anne on Main Street Reedville!

10.0 out of 10, Exceptional, (7)
"Hope to stay there again next year!"
Historical Queen Anne on Main Street Reedville!

Private Creek Retreat w/ king suite, firepit, kayaks

10.0 out of 10, Exceptional, (5)
"This is beautifully decorated, clean, and a wonderful spot to get away."
Private Creek Retreat w/ king suite, firepit, kayaks

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

2.0 star property
6.0 out of 10, (2)
"I did do some cooking and did not find a sheet pan."
The price is AED 584
AED 1,048 total
includes taxes & fees
24 Feb - 25 Feb
Charming 3-bedroom house with WiFi, AC& heat in peaceful Reedville

Bay Front Small Contemporary

9.8 out of 10, Exceptional, (100)
"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

8.8 out of 10, Excellent, (29)
"Great time"
The price is AED 331
AED 720 total
includes taxes & fees
24 Mar - 25 Mar
Cottage near the Bay

Beautiful Bayfront with Sanctuary Private Beach

9.0 out of 10, Wonderful, (17)
"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

Rock Hall on the water

9.4 out of 10, Exceptional, (47)
"Rock Hall is a beautiful property that is nicely situated between several quaint towns. We loved the space and the large yard for the kids and dog to run. I do feel that it was a bit overpriced for what the house offers. In contrast to other rentals I found this to be quite stark and lacking in the comforts that I look for during a stay. The house is very minimally furnished and there were no comfort items to be found. It would have been nice to have a flashlight for walking through the...
Rock Hall on the water

Waterfront Reedville Home w/ Private Dock!

10.0 out of 10, Exceptional, (15)
"This was an ideal solution to having all the adult children, grandchild and in-laws close to us for the holidays! House was lovely, well appointed with everything that was needed for a comfortable and worry free visit. Will be back!"
Waterfront Reedville Home w/ Private Dock!

Waterfront Getaway: Kayaks, Paddle Board, Fishing!

10.0 out of 10, Exceptional, (10)
"We truly enjoyed our stay. We had a very quiet time and enjoyed checking out the area antique shops and restaurants. Would recommend this to family and friends."
The price is AED 566
AED 1,789 total
includes taxes & fees
27 Feb - 28 Feb
Waterfront Getaway: Kayaks, Paddle Board, Fishing!

250 ft Private Beach & Dock- The Perfect Riverfront Family Friendly Retreat

10.0 out of 10, Exceptional, (6)
"Fantastic time in Heathsville. House was beautiful and comfortable. Cozy beds and linens. Spacious rooms, all with beautiful water views. Private bay beach was heaven, even with chilly temperatures. Hosts were easily reached and accommodating. We had a concern with the stove and the hosts had a handyman there tontake cate or it within 10 minutes of contacting them. Hope we have the opportunity to stybat this property again."
250 ft Private Beach & Dock- The Perfect Riverfront Family Friendly Retreat

Secluded Waterfront Home: Game Room, Private Dock, Pedal Boat, Fire pit, Kayaks!

9.8 out of 10, Exceptional, (48)
"We were booked to go to OBX, but the snowstorm changed that...so plan B! Plan B was a fantastic choice...great place to chill out, drink wine, dance and relax by the bonfire! Hosts were very quick to respond to emails, the beds were comfy and the kitchen stocked! I'd love to come back (I live in Oregon) and bring my grandsons here this Summer! "
Secluded Waterfront Home: Game Room, Private Dock, Pedal Boat, Fire pit, Kayaks!
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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Other property types in Tylerton

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

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

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

10.0 out of 10, Exceptional, (211)
"We loved UpYonda! Erin and Mark are so nice and easy to communicate with. The home is beautiful and there really is everything you need there. The suite upstairs is beautiful and huge!! The view of the water is amazing and the wildlife was stunning. We saw a fox, Blue Heron and got video of an Otter rolling around in the snow on the dock! The stargazing is fantastic and we made a snowman. We loved it. "
Private, Waterfront, Ultra-clean, Pet friendly, Kayaks, Canoe, Firepit, more!

Rock Hall on the water

9.4 out of 10, Exceptional, (47)
"Rock Hall is a beautiful property that is nicely situated between several quaint towns. We loved the space and the large yard for the kids and dog to run. I do feel that it was a bit overpriced for what the house offers. In contrast to other rentals I found this to be quite stark and lacking in the comforts that I look for during a stay. The house is very minimally furnished and there were no comfort items to be found. It would have been nice to have a flashlight for walking through the...
Rock Hall on the water
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.