Wingate Vacation Rentals

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Vacation Rentals in Wingate

Soul Oasis - home on the Chesapeake Bay

9.8 out of 10, Exceptional, (20)
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The price is CA $199
CA $419 total
includes taxes & fees
May 1 - May 2
Soul Oasis - home on the Chesapeake Bay

Private Beach Front Getaway at The Sunshine Beach Cottage.

9.8 out of 10, Exceptional, (64)
"Beautifully appointed cottage. Literally right on the water. Quiet, serene and relaxing. Loved it and will be back!"
Private Beach Front Getaway at The Sunshine Beach Cottage.

Waterfront Cottage in Beautiful Hoopers Island

10.0 out of 10, Exceptional, (66)
"the Hoopers Island area is amazingly wild and beautiful. we loved the Harriet Tubman visitors center just a short trip away, and the Blackwater Refuge just incredibly beautiful. the winter birds! we learned so much about the history and culture of the lower islands.the house is more cabin style, smaller than we anticipated, but we got used to that. it was full-on winter weather and wind, so we couldn't kayak as we'd hoped, and the coast was mostly rocks so hard to walk along. it's a place for...
Waterfront Cottage in Beautiful Hoopers Island

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

10.0 out of 10, Exceptional, (7)
"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 Wildlife Retreat on the Patuxent River

10.0 out of 10, Exceptional, (159)
"The Waterfront Retreat on the Patuxent River is better than advertised. Our whole family stayed -- everyone loved it! It was clean, comfortable, with everything needed to stay comfortably, sleep, eat, relax and use as a home base for exploring. Solomons Island and the surrounding area was filled with lots of fun things to do (restaurant's, museums, history, boating, walking, etc.). "
Waterfront Wildlife Retreat on the Patuxent River

Waterfront Getaway with Dock

10.0 out of 10, Exceptional, (38)
"Stayed at the rental for a day sandwiched between two nights. Perfect for R&R. "
The price is CA $329
CA $399 total
includes taxes & fees
Apr 1 - Apr 2
Waterfront Getaway with Dock

Hays Beach House - Hot Tub - Private Beach

10.0 out of 10, Exceptional, (6)
"This home sits right on the water! It is beautiful! We watched ships roll by, ducks bobbing on the water, and flocks of geese flying and landing on the water. The view from both lower and upper decks are amazing! We spent lots of time on the decks even though it was cold - we just covered ourselves with blankets. The hosts are wonderful people, always kind and patient, and gave great recommendations on shopping, sightseeing, and restaurants. They were very communicative and answered all my...
Hays Beach House - Hot Tub - Private Beach

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

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

Beachy Maryland A-Frame: Steps to Chesapeake Bay!

10.0 out of 10, Exceptional, (11)
"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!

El Camino

10.0 out of 10, Exceptional, (34)
"What a peaceful little oasis along the water! My daughter and I stayed here for a swim meet at St. Mary’s College of Maryland. It was a perfect distance from the college, about 5 minutes. The house was very clean, modern, eloquently decorated and equipped with kitchen basics. The bed was very comfortable, which is bonus when staying away from home. The doc was so beautiful and we enjoyed sitting and watching the ducks in the afternoons. We will definitely return when it is warmer and highly...
El Camino

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 CA $428
CA $778 total
includes taxes & fees
Apr 1 - Apr 2
Luxury on the river, steps to downtown &boat ramp!

Deal Island Bay Cottage

9.8 out of 10, Exceptional, (56)
"We got every year and stay here, it’s great! "
The price is CA $222
CA $394 total
includes taxes & fees
Apr 1 - Apr 2
Deal Island Bay Cottage

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!

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

Upscale Condo in Historic Downtown Cambridge, Maryland

9.4 out of 10, Exceptional, (3)
"The property itself is lovely, but the neighborhood has seen better days. The city other than the one street with the cafe and mural seems to be vacant and there isn’t much to do for a family with young children other than the park with the light house. But like I said, the home was lovely."
The price is CA $143
CA $390 total
includes taxes & fees
Apr 1 - Apr 2
Upscale Condo in Historic Downtown Cambridge, Maryland

Solomons Island with views of harbor!

10.0 out of 10, Exceptional, (9)
"Great spot in Solomons Island to take the site and sounds. Extremely clean well kept place perfect for my small family."
Solomons Island with views of harbor!

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

Houseboat on Solomons Island

2.0 star property
10.0 out of 10, Exceptional, (1)
"So cute and loved being across street from Tiki Bar"
The price is CA $322
CA $514 total
includes taxes & fees
Apr 1 - Apr 2
Houseboat on Solomons Island

Sailwinds Loft at Cambridge Creek

9.4 out of 10, Exceptional, (3)
"Enjoyed our stay while visiting family in the area. Easy access "
The price is CA $222
CA $338 total
includes taxes & fees
Apr 3 - Apr 4
Sailwinds Loft at Cambridge Creek
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 types of properties in Wingate you may be interested in

Hyatt Regency Chesapeake Bay

4.0 star property
8.8 out of 10, Excellent, (1074)
"Great!!"
The price is CA $296
CA $405 total
includes taxes & fees
Apr 21 - Apr 22
Hyatt Regency Chesapeake Bay

Holiday Inn Express Cambridge by IHG

2.5 star property
8.8 out of 10, Excellent, (683)
"Stayed overnight in Cambridge for a business conference and selected The Holiday Express due to previous stays in other states. Great stay and loved the addition of the Dove products in the rooms."
The price is CA $166
CA $184 total
includes taxes & fees
Apr 3 - Apr 4
Holiday Inn Express Cambridge by IHG

Days Inn & Suites by Wyndham Cambridge

2.5 star property
6.6 out of 10, (1077)
"Decent stay"
The price is CA $116
CA $128 total
includes taxes & fees
May 1 - May 2
Days Inn & Suites by Wyndham Cambridge
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.

Frequently asked questions

Can I find a vacation rental in Wingate?

Yes, you can find vacation rentals near the most popular points of interest in Wingate, or you can choose a more secluded option if you want a relaxing place to stay. Wingate is known for its restaurants.

What are some of the best vacation home rentals in Wingate?

Waterfront Wildlife Retreat on the Patuxent River : Visitors like this Wingate vacation home rental. It is located on the waterfront and has a patio, a selection of games, and air-conditioning 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 you can cook with friends or family.

What can I see and do in Wingate?

While you're exploring the area, Lower Hooper Island and Middle Hooper Island are a couple of picturesque spots to get outside and enjoy nature. Elliott Island and Blackwater National Wildlife Refuge are a couple of places you'll find in the larger area.

What are vacation rentals like in Wingate?

Vacation rentals are private properties you can reserve for a couple days or more in Wingate. Vacation rentals offer amenities like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for family trips or small group gatherings.