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Compare 105 Vacation Homes in Wingate with updated reviews, rates, and availability.

Waterfront Wildlife Retreat on the Patuxent River

10.0 out of 10, Exceptional, (161)
"We came out from Hawaii to see my Daughter and Grand Daughters.The over all experience from start to finish at the property was easy and flawless. Some days it was just my wife and I and other days it was with my grand daughters spending the night, they also enjoyed the stay. There is plenty of room. The property has an excellent view and we saw some wild life. We would stay at this property again and would highly recommend it to others.A hui hou,"until we meet again," Mark and Tamara"
Waterfront Wildlife Retreat on the Patuxent River

Beachy Maryland A-Frame: Steps to Chesapeake Bay!

10.0 out of 10, Exceptional, (12)
"This house was just like the listing: clean, bright, and beautiful. The beds were comfortable and the kitchen was well-appointed. Even though it rained and we couldn't use the fire pit, the bird-watching was excellent! "
Beachy Maryland A-Frame: Steps to Chesapeake Bay!

Belle of the Chesapeake Bay

9.2 out of 10, Wonderful, (12)
"Our granddaughters live in the neighborhood and our youngest was having her first birthday! It was just my husband and myself, way more house than we needed but tons more comfortable than a hotel. The winter views of the Bay from the living room were awesome. I highly recommend you make a cup of coffee and watch the sunrise. A few surprises with the house itself, the most egregious for me was the fireplace pictured is not functional. The hosts have done a nice job with this house and are still...
Belle of the Chesapeake Bay

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

9.8 out of 10, Exceptional, (9)
"This house is huge and has lots of different indoor and outdoor gathering spaces so the kids and adults in our group of three families didn’t have to be on top of each other in one living space the whole time. Big firepit area and huge lawn were great, and we enjoyed the kayaks and canoe. There’s a place to buy fresh crabs, oysters, and shrimp very close by, and the house has everything you need for a crab night. The owner was incredibly responsive and kind."
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

Waterfront Getaway with Dock

10.0 out of 10, Exceptional, (40)
"Fit all of our needs. Clean,well furnished, nice kitchen. Stayed there twice and will probably go back."
The price is AED 845
AED 1,008 total
includes taxes & fees
4 May - 5 May
Waterfront Getaway with Dock

Beach Cottage With A Spectacular View ~ Your Own Private Beach ~ Includes Kayaks

10.0 out of 10, Exceptional, (69)
"Property provides relaxation and entertainment for all ages. If you can think of it, it's already there. Clean, well-kept everything in working order. Will definitely consider a longer stay in the future. Thank you for this opportunity. "
Beach Cottage With A Spectacular View ~ Your Own Private Beach ~ Includes Kayaks

Direct waterfront access to the Chesapeake Bay with pool and hottub

10.0 out of 10, Exceptional, (7)
"We had a milestone birthday to celebrate in our family and decided to really treat ourselves to renting this lovely home only 2 hours from DC. It was absolutely perfect in every way. Water views---spectacular!! Spent the entire weekend with family and a few friends in the pool, hot tub, playing outdoor chess by the pool, kayaking, biking, fishing....just sitting and watching to gorgeous wildlife (Eagles/Ospray/Blue Herons/Egrets....bluebirds/kingfishers/cardinals! Also the house itself so very...
Direct waterfront access to the Chesapeake Bay with pool and hottub

Luxury Waterfront Retreat with in ground pool and close to town

10.0 out of 10, Exceptional, (34)
"12 of my friends and i stayed here for my birthday, not only did the hosts leave me a nice birthday gift, but a wonderful place to hang out for a weekend. The place is immaculate and well thought out. They paid attention to every detail! The kitchen is fully stocked so that we could cook for and feed all 13 of us. The entire weekend people kept telling me it was so comfortable, so clean, surprisingly well stocked, beautiful, fun to be in, etc.! Will definitely return! Mindy was very responsive...
Luxury Waterfront Retreat with in ground pool and close to town

Luxury on the river, steps to downtown &boat ramp!

10.0 out of 10, Exceptional, (5)
"Stayed for three nights with a few friends with a focus on birding. The house is in a great location for "
The price is AED 1,098
AED 1,970 total
includes taxes & fees
27 Apr - 28 Apr
Luxury on the river, steps to downtown &boat ramp!

The Schultz Estate

8.4 out of 10, Very Good, (15)
"What a wonderful stay we had! The house was so comfortable with plenty of space for everyone to relax and enjoy each other's company. We enjoyed the brisk mornings on the porch and the gorgeous sunsets in the evenings. Very comfortable beds and linens. The scenery and landscape in the area are breathtaking. Every turn provided another incredible view of the water. Fishing Creek is close to so many beautiful, quaint towns along the Chesapeake Bay. Highly recommend!"
The Schultz Estate

**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**

10.0 out of 10, Exceptional, (186)
"Great for our group of 2 families. Plenty of beds, nice gathering space, access to the creek, played in the grassy field. Would/will likely return! "
**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**

Stunning secluded Luxury waterfront cottage with private deep water pier!

10.0 out of 10, Exceptional, (73)
"Great location. Spacious and clean. Easy checking in and communicate with owner."
Stunning secluded Luxury waterfront cottage with private deep water pier!

Sunrise Views: Waterfront Lusby Home w/ Deck!

9.6 out of 10, Exceptional, (9)
"Absolutely an amazing place to get away, and enjoy the beautiful views of the Bay. Well appointed house, immaculately maintained. Short distance to town, and short distance to each hikes. "
Sunrise Views: Waterfront Lusby Home w/ Deck!

4-BR Waterfront Turret Home

2.0 star property
10.0 out of 10, Exceptional, (2)
"Absolutely wonderful home with the best view of the water from nearly every window. It was clean and it had many comfortable bedrooms. Highly recommend this property!!"
The price is AED 1,653
AED 3,200 total
includes taxes & fees
28 Apr - 29 Apr
4-BR Waterfront Turret Home

WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

7.4 out of 10, Good, (3)
"Large house with in law suite and 2nd entrance. Clean, rustic cabin feel. Plenty of room to stretch out. Game room and bar area is nice with big tv. Hot tub fairly new. Weather didnt permit using kayaks, but they are there for use on creek to river. Anyone who would pay for 3 or 4 rooms at the resort next door is crazy. Great place for a family get together. Bathrooms all updated. Plenty of stuff you need in bath and kitchen. Laundry room even had pods and dryer sheets."
The price is AED 1,282
AED 2,437 total
includes taxes & fees
27 Apr - 28 Apr
WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

Bay Views & Fire Pit: Taylor’s Island Retreat

10.0 out of 10, Exceptional, (11)
"The house had a beautiful view. It was well stocked. Management was very responsive. Enjoyed a nice Thanksgiving with beautiful sunsets. Very private. Loved every aspect."
Bay Views & Fire Pit: Taylor’s Island Retreat

New Island Home on the Chesapeake Bay Sunsets

10.0 out of 10, Exceptional, (6)
"Great location and amenities. Super clean and house is well appointed. There are actually two living rooms and the extra game room in the garage is a wonderful bonus. The backyard was great, with the volleyball net, fire pit, and boardwalk to the water. No luck on fishing for us either but little crabs and birds were fun to watch. Would absolutely come back and recommend to others! "
New Island Home on the Chesapeake Bay Sunsets

Serenity Bay-Relaxing, Spacious House-Private Pool-6 bdrms-5baths

9.0 out of 10, Wonderful, (16)
"My family enjoyed our stay over Thanksgiving. Three generations with different needs and the house accommodated us well."
Serenity Bay-Relaxing, Spacious House-Private Pool-6 bdrms-5baths

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

2.0 star property
9.8 out of 10, Exceptional, (6)
"We wanted a low key place to use as a base for exploring the Eastern Shore, and this was a great spot! An hour or so from almost everything you might want to do, and Deal Island is a relaxing place in its own right, with a little beach and pleasant views of the bay."
Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD

18-Acre Waterfront Sanctuary: Peace & Privacy

10.0 out of 10, Exceptional, (4)
"Lots to do and very quiet."
18-Acre Waterfront Sanctuary: Peace & Privacy
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 Wingate

Private Beach Front Getaway at The Sunshine Beach Cottage.

9.8 out of 10, Exceptional, (65)
"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.

Soul Oasis - home on the Chesapeake Bay

10.0 out of 10, Exceptional, (21)
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The price is AED 444
AED 1,012 total
includes taxes & fees
28 Apr - 29 Apr
Soul Oasis - home on the Chesapeake Bay

Waterfront Getaway with Dock

10.0 out of 10, Exceptional, (40)
"Fit all of our needs. Clean,well furnished, nice kitchen. Stayed there twice and will probably go back."
The price is AED 845
AED 1,008 total
includes taxes & fees
4 May - 5 May
Waterfront Getaway with Dock
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.