Wingate Vacation Rentals from $299: Search Short-Term Rentals

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Our top choices for Wingate vacation rentals

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

Deal Island Historic District

Jennifer P.

$233 nightly

Aug 18 - Aug 19

Total with taxes and fees

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

Fishing Creek

Thomas S.

$307 nightly

Aug 10 - Aug 11

Total with taxes and fees

Coffee/tea maker, fridge, microwave, oven

3. Deal Island Bay Cottage

Deal Island

Christopher M.

$246 nightly

Aug 27 - Aug 28

Total with taxes and fees

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

Fishing Creek

Robin E.

$307 nightly

Aug 10 - Aug 11

Total with taxes and fees

5. Soul Oasis - home on the Chesapeake Bay

Lusby

Melinda S.

$282 nightly

Sep 9 - Sep 10

Total with taxes and fees

6. Sailwinds Loft at Cambridge Creek

Cambridge

Sharon D.

$239 nightly

Aug 12 - Aug 13

Total with taxes and fees

1 bedroom, iron/ironing board, WiFi, bed sheets

7. Pint-Sized on Poplar - Contemporary Cambridge Apartment Across from RAR Brewing

Downtown Cambridge

$228 nightly

Aug 10 - Aug 11

Total with taxes and fees

8. Waterfront Getaway with Dock

Woolford

Meagan G.

$263 nightly

Aug 11 - Aug 12

Total with taxes and fees

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Top Wingate Hotel Reviews

Hyatt Regency Chesapeake Bay

10/10 Excellent

"Friendly staff and great activities for kids"

Private 2 Acre Waterfront Family Retreat with Pool & Pier

10/10 Excellent

"Wonderful home with plenty of space. Large bedrooms made it easy to accommodate our family of 19. We had a few hiccups with pool and air conditioning but Ginger was super responsive and very helpful in getting everything fixed as quickly as possible. The dock was great. The pool was a nice feature for our family. Everything is a bit worn and I think a deep cleaning would be helpful, (especially the high up areas where dust accumulates) but we will stay here again!"

Private Pier, Main+Guest House | Luxe Waterfront Home | Bay Estate by AvantStay

8/10 Good

"The Bay Estate is an absolute gorgeous property. However, host was not good at communicating and CLEANING CREWS NEED TO DO BETTER JOB!We had 11 mo old and 16 mo old babies with us; on day one, crawling and walking on the floors turned their knees/feet brown; the floors need a good mopping. The grill/sink and outdoor area was filthy, sent pictures to host, no remedy.The conservatory waterfall was not operating; asked if it could be turned on, no response. Plants in conservatory in desperate need of water and dead leaves need to be cleaned up. There is a steady drip in pipe in conservatory. Told host, no remedy.We couldn't locate a carafe for drip Cuisinart coffee maker. Host said they would check but we didn't hear back. When we arrived on Monday, 7/20, the 3 trash bins by the gate were full, when departing on Friday 7/24, the 3 bins were still full. We reached out to host asking what we were supposed to do with garbage, they stated garbage pickup is Friday and they would be back in touch on what we needed to do if they weren't empty Friday when we checked out. We did not hear from them so we left bags by bins. There were no kayaks on property as stated in information; if you are not going to provide kayaks, take them off your information.We replaced batteries in 2 of the tv remotes.THE BAY ESTATE IS A BEAUTIFUL PROPERTY (kitchen appliances are high quality, enormous kitchen table is a huge plus for large groups). Issues we had can be easily remedied."

Find out more about Wingate

Everything you need to know about Wingate vacation rentals

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

Wingate vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wingate. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Wingate in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $299 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Wingate rentals

At Expedia, we put the best Wingate vacation 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 Wingate 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 Wingate vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wingate. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Things to do in Maryland

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?

Charming Waterfront Farmhouse 10 minutes from Blackwater NWR - Pet Friendly: Visitors like this Wingate vacation home rental. It is located on a river and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a selection of games.

What can I see and do in Wingate?

While you're exploring the area, Lower Hooper Island and Blackwater National Wildlife Refuge are a couple of picturesque spots to get outside and enjoy nature. Harriet Tubman Underground Railroad National Historical Park and Crab Island 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. Tangier Escape, great place get away from it all on Deal Island, MD.

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

3. Deal Island Bay Cottage

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

5. Soul Oasis - home on the Chesapeake Bay

6. Sailwinds Loft at Cambridge Creek

7. Pint-Sized on Poplar - Contemporary Cambridge Apartment Across from RAR Brewing

8. Waterfront Getaway with Dock

9. Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland

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

11. Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland

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

13. Beach House w/TheaterRm, GameRm, Outdoor Shwr

14. 4-BR Waterfront Turret Home

15. Lakefront Cabin Near Solomons Island w/ Hot Tub

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

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

18. Lakefront Cabin Near Solomons Island w/ Hot Tub

Find vacation rentals that suit your style

Top Wingate Hotel Reviews

Hyatt Regency Chesapeake Bay

Comfort Inn & Suites Cambridge

Private 2 Acre Waterfront Family Retreat with Pool & Pier

Comfort Inn & Suites Lexington Park near Pax River

Holiday Inn Express Cambridge by IHG

El Camino

The Whitehaven Hotel

Bay view from Calvert Cliffs, Solomons Island & State Park nearby

Private Pier, Main+Guest House | Luxe Waterfront Home | Bay Estate by AvantStay

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