Wingate Vacation Rentals from ￥134,052: Search Short-Term Rentals

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

Private 2 Acre Waterfront Family Retreat with Pool & Pier : Visitors like this Wingate vacation home rental. It is located on the waterfront and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books.

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Our top choices for Wingate vacation rentals

A house with a large lawn and a dock extending into a calm lake.

1. Riverside Lodge Bed & Breakfast on the Honga River UNIT C

Fishing Creek

Thomas S.

￥52,586 total

includes taxes & fees

Nov 9 - Nov 10

2. Riverside Lodge Bed & Breakfast on the Honga River UNIT E

Fishing Creek

Robin E.

￥47,328 total

includes taxes & fees

Nov 9 - Nov 10

A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a large island with stools.

3. Deal Island Bay Cottage

Deal Island

Margaret H.

￥40,612 total

includes taxes & fees

Oct 29 - Oct 30

A hallway with a framed artwork of a bird, a wooden entertainment unit with a TV, and a dining area with a bar stool.

4. Tangier Escape, great place get away from it all on Deal Island, MD.

Deal Island Historic District

Jennifer P.

￥42,403 total

includes taxes & fees

Nov 3 - Nov 4

A grassy area with a wooden dock extending into a calm body of water, surrounded by trees and greenery.

5. Waterfront Getaway with Dock

Woolford

Meagan G.

￥39,230 total

includes taxes & fees

Nov 1 - Nov 2

A spacious living room with a large TV, blue sofa, and a ceiling fan.

6. The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

Woolford

Joyce F.

A modern kitchen with white cabinets, a stainless steel stove, a microwave, and a sink.

7. Sailwinds Loft at Cambridge Creek

Cambridge

Sharon D.

￥39,899 total

includes taxes & fees

Nov 4 - Nov 5

A pathway lined with trees and lights leading to a wooden building with a visible window.

8. Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay

Lusby

Anonymous traveler

￥134,052 total

includes taxes & fees

Nov 2 - Nov 3

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Top Wingate Hotel Reviews

Hyatt Regency Chesapeake Bay

10/10 Excellent

"Everything was awesome"

Serenity Bay-Spacious House-Prv Pool-6 bdrms-5baths-Hot Tub-AskAbout 2NightStays

8/10 Good

"Our extended family stayed for a week over Labor Day weekend. I loved the main floor but didn't go up or downstairs due to health issues. I had the master bedroom for which the only issue was adjusting the temperature of the water in the shower. The rental agent was helpful in resolving that.My adult children reported to me that a couple bedrooms were stuffy and the ceiling fans were not much help. Apparently, there was only one floor vent in each room and it was under the bed. Also, the TV in one room did not work. I reported this to the rental agent who said she would see that it was either fixed or replaced but that didn't happen before we left.Those issues were far outweighed by the positives for this home. The kitchen is spacious and very well equipped. We have never had a rental with two refrigerators, two microwaves, two dishwashers, and two sinks! We could not get hot water in one of the sinks, and the filtered water didn't seem to work, but these were minor issues and we did not report them. I really loved the pool and its surrounding area, and spent the majority of my time there. Family was often there every day also.The fire pit was large, comfortable, and set up safely. Bonfires were enjoyable, as were various outdoor areas to congregate, enjoy the beautiful views, and share meals.All in all, it was an enjoyable week in a beautiful home. I'd recommend it to large families."

'The Bayside Escape' Remote Chesapeake Bay Estate

10/10 Excellent

"The house was perfect for us. It was super clean, the beds were all comfortable, and there was plenty of comfortable furniture to gather on. We appreciated that toilet paper, soap, dish soap, coffee filters, etc. were provided. The location was idyllic and serene. It was like staying in an Andrew Wyeth painting. It was the perfect place to have the family gather to cheer on our Ironman!"

Find out more about Wingate

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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?

Private 2 Acre Waterfront Family Retreat with Pool & Pier: Visitors like this Wingate vacation home rental. It is located on the waterfront and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books.

What can I see and do in Wingate?

While you're exploring the area, Blackwater National Wildlife Refuge and Crab Island are a couple of picturesque spots to get outside and enjoy nature. Harriet Tubman Underground Railroad National Historical Park and Elms Beach Park 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.

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Check prices for these dates

Our top choices for Wingate vacation rentals

1. Riverside Lodge Bed & Breakfast on the Honga River UNIT C

2. Riverside Lodge Bed & Breakfast on the Honga River UNIT E

3. Deal Island Bay Cottage

4. Tangier Escape, great place get away from it all on Deal Island, MD.

5. Waterfront Getaway with Dock

6. The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

7. Sailwinds Loft at Cambridge Creek

8. Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay

9. Lakefront Cabin Near Solomons Island w/ Hot Tub

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

11. Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

12. Lakefront Cabin Near Solomons Island w/ Hot Tub

13. 4-BR Waterfront Turret Home

14. The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

Find vacation rentals that suit your style

Top Wingate Hotel Reviews

Hyatt Regency Chesapeake Bay

Holiday Inn Express Cambridge by IHG

The Whitehaven Hotel

Private 2 Acre Waterfront Family Retreat with Pool & Pier

Soul Oasis - home on the Chesapeake Bay

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay

Serenity Bay-Spacious House-Prv Pool-6 bdrms-5baths-Hot Tub-AskAbout 2NightStays

'The Bayside Escape' Remote Chesapeake Bay Estate

Find out more about Wingate

Frequently asked questions

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