Wingate Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

Tonight
Nov 9 - Nov 10
Tomorrow
Nov 10 - Nov 11
Next weekend
Nov 14 - Nov 16
In two weeks
Nov 21 - Nov 23

Vacation Rentals in Wingate

Fridge, microwave, oven, stovetop
Deal Island Bay Cottage

Deal Island Bay Cottage

Deal Island
9.6 out of 10, Exceptional, (57)
"Very nice house and close enough to go places but far enough to be peaceful."
United States
Larry F.
$248 nightly
The price is $263
Nov 11 - Nov 12
Total with taxes and fees
Deal Island Bay Cottage
Marina
Station House East: Upscale Loft in the Historic District Cambridge, MD

Station House East: Upscale Loft in the Historic District Cambridge, MD

Downtown Cambridge
10.0 out of 10, Exceptional, (1)
"Location very convenient, flat beautiful, clean, very friendly, respo sive and accommodating hostess! Thank you!"
United States
Solveig S.
$252 nightly
The price is $267
Dec 9 - Dec 10
Total with taxes and fees
Station House East: Upscale Loft in the Historic District Cambridge, MD
Sun loungers, beach towels
Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay

Lusby
9.8 out of 10, Exceptional, (36)
"Great stay. Teresa was very helpful, the house is fun, and the location is great - nice place to visit."
United States
Samuel W.
$265 nightly
The price is $281
Nov 11 - Nov 12
Total with taxes and fees
Soul Oasis - home on the Chesapeake Bay
Beach
Tangier Escape, great place get away from it all on Deal Island, MD.

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

Deal Island Historic District
$192 nightly
The price is $204
Nov 17 - Nov 18
Total with taxes and fees
Tangier Escape, great place get away from it all on Deal Island, MD.
Marina
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

2.0 star property
Downtown Cambridge
9.6 out of 10, Exceptional, (10)
"This was such a cozy, comfortable space for a girls weekend away. We loved the charm of the old building paired with thoughtful amenities. "
United States
Lauren V.
$329 nightly
The price is $348
Nov 18 - Nov 19
Total with taxes and fees
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
Marina
Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland

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

Downtown Cambridge
8.8 out of 10, Excellent, (5)
"Should provide assigned parking space. The location is not near the water or close to the water compared to the photo you see when booking. "
United States
Felicia
$280 nightly
The price is $297
Nov 11 - Nov 12
Total with taxes and fees
Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland
Private kitchen
Sailwinds Loft at Cambridge Creek

Sailwinds Loft at Cambridge Creek

Cambridge
9.8 out of 10, Exceptional, (19)
"The location and apartment were perfect. "
United States
Christina B.
$240 nightly
The price is $254
Dec 7 - Dec 8
Total with taxes and fees
Sailwinds Loft at Cambridge Creek
Marina
Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland

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

2.5 star property
Downtown Cambridge
10.0 out of 10, Exceptional, (10)
"Property was located in heart of Cambridge restaurant district. Easy access to great restaurants. Parking easy and plentiful. Condo was as beautiful as advertised! Stunning penthouse 2 bedroom apartment!"
United States
Robert
$348 nightly
The price is $369
Nov 18 - Nov 19
Total with taxes and fees
Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland
House (3 Bedrooms) | Interior
Lakefront Log Cabin Retreat 3br-2ba Hot Tub+kayaks

Lakefront Log Cabin Retreat 3br-2ba Hot Tub+kayaks

3.0 star property
Lusby
$655 nightly
The price is $727
Nov 11 - Nov 12
Total with taxes and fees
Lakefront Log Cabin Retreat 3br-2ba Hot Tub+kayaks
Fridge, microwave, oven, stovetop
Waterfront Getaway with Dock

Waterfront Getaway with Dock

Woolford
10.0 out of 10, Exceptional, (51)
"Great location with everything you may need. It is close to restaurants and Emily’s produce.2nd time staying and will be back again. "
United States
Edna L.
$255 nightly
The price is $270
Nov 11 - Nov 12
Total with taxes and fees
Waterfront Getaway with Dock
Exterior
Riverside Lodge Bed & Breakfast on the Honga River UNIT C

Riverside Lodge Bed & Breakfast on the Honga River UNIT C

Fishing Creek
10.0 out of 10, Exceptional, (11)
"Had such an enjoyable time over the weekend with the gracious hosts Peggy and Gary. Tidy and clean property in a beautiful area. Great food and great company. Definitely recommend for anyone looking for a nice peaceful getaway."
United States
Scott F.
$309 nightly
The price is $328
Nov 11 - Nov 12
Total with taxes and fees
Riverside Lodge Bed & Breakfast on the Honga River UNIT C
Interior
4-BR Waterfront Turret Home

4-BR Waterfront Turret Home

2.0 star property
Solomons
10.0 out of 10, Exceptional, (7)
"A truly incredible property. Home is beyond beautiful, interesting design, terrific location where the river meets the bay. Saw dolphins jumping. Easy walk to downtown and restaurants. Turret style home is fascinating. Host incredibly accessible. Rent with confidence."
United States
Laura
$677 nightly
The price is $748
Dec 1 - Dec 2
Total with taxes and fees
4-BR Waterfront Turret Home
Interior
WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

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

Cambridge
8.8 out of 10, Excellent, (9)
"This home was everything we needed and more! It was spacious, clean and a beautiful location! There was a leak in the ceiling and the owners were very responsive and fixed it right away. Definitely recommend this stay."
United States
Priscilla A.
$623 nightly
The price is $660
Nov 11 - Nov 12
Total with taxes and fees
WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE
Exterior
Riverside Lodge Bed & Breakfast on the Honga River UNIT E

Riverside Lodge Bed & Breakfast on the Honga River UNIT E

Fishing Creek
10.0 out of 10, Exceptional, (1)
"We stayed Sunday - Wednesday at Riverside Lodge. The Lodge was beautiful. Breakfast was absolutely fantastic and Hooper Island was breath taking. We were able to take a boat ride to tour around the island and grad a little history and enjoy the stories. If you looking for a place to relax and renew... this is the place. "
United States
Robin E.
$309 nightly
The price is $328
Nov 11 - Nov 12
Total with taxes and fees
Riverside Lodge Bed & Breakfast on the Honga River UNIT E
Outdoor dining
Luxury 4-Bedroom Waterfront Beachfront Home with Bay Views & Spa

Luxury 4-Bedroom Waterfront Beachfront Home with Bay Views & Spa

2.0 star property
Point Lookout
$740 nightly
The price is $818
Nov 12 - Nov 13
Total with taxes and fees
Luxury 4-Bedroom Waterfront Beachfront Home with Bay Views & Spa
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Wingate Hotel Reviews

Comfort Inn & Suites

Comfort Inn & Suites

10/10 Excellent
"The room was extremely clean and the staff were WONDERFUL!! shoutout to Mike at the frost desk for working every day that we stayed and was always there to greet us every morning at breakfast and when we returned. He was so helpful and the breakfast staff kept everything so stocked and fresh. Beautiful room and beautiful location. I had a last minute change of travel plans and they were able to accommodate me! 10/10"
Scarlett 3-night trip
Posted 2 days ago
Comfort Inn & Suites

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 $267 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.

Explore a world of travel with Expedia

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?

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks: Visitors like this Wingate vacation home rental. It is located in a rural location and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. 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 Middle Hooper Island are a couple of picturesque spots to get outside and enjoy nature. Blackwater National Wildlife Refuge and Harriet Tubman Underground Railroad National Historical 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.