Wingate Vacation Rentals

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Browse Select Wingate Vacation Homes

Outdoor dining
The Schultz Estate
10.0 out of 10, Exceptional, (4)
"Had a great stay! Beautiful location! House was clean roomy, overall had a great time! The only thing I would say is work on the doors closing. In restrooms."
The Schultz Estate
Smart TV, fireplace
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
10.0 out of 10, Exceptional, (28)
"The house was great and nice area!"
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Beach nearby, sun loungers
Quaint Island Getaway
10.0 out of 10, Exceptional, (9)
"This was a very nice well kept home in historical Deal Island. This home was very well equipped with everything you need to make your stay comfortable. Which was really appreciated because there is no stores really close. I would definitely stay here again."
Quaint Island Getaway
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Property grounds
Waterfront Lusby Home w/ Deck & Stunning Views!
10.0 out of 10, Exceptional, (1)
Waterfront Lusby Home w/ Deck & Stunning Views!
On the beach
Beach Cottage With A Spectacular View ~ Your Own Private Beach ~ Includes Kayaks
10.0 out of 10, Exceptional, (63)
"Enjoyed the location right on the water. Will definitely be back!"
Beach Cottage With A Spectacular View ~ Your Own Private Beach ~ Includes Kayaks
Exterior
Shewell's A-Frame on Mill Creek
The price is CA $340
CA $665 total
includes taxes & fees
May 28 - May 29
Shewell's A-Frame on Mill Creek
Exterior
Historic and Spacious Stewart House
Historic and Spacious Stewart House
Fridge, microwave, oven, stovetop
**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**
10.0 out of 10, Exceptional, (170)
"We spent the weekend relaxing in the outdoors with family. We kayaked, had an outdoor fire and enjoyed the wildlife that floated or flew by."
**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**
Pool
Waterfront Insta-Worthy Sunsets! 5BR w/ Bikes , Kayaks and 🐾 Friendly
9.8 out of 10, Exceptional, (116)
"Great house close to the lodge!"
The price is CA $564
CA $1,141 total
includes taxes & fees
May 30 - May 31
Waterfront Insta-Worthy Sunsets! 5BR w/ Bikes , Kayaks and 🐾 Friendly
Beach
Waterfront Lusby Retreat w/ Deep-Water Dock & Slip
10.0 out of 10, Exceptional, (3)
"The home is nicely decorated and clean. The host went above and beyond to help with anything we needed. Would definitely recommend to stay here."
Waterfront Lusby Retreat w/ Deep-Water Dock & Slip
Fridge, microwave, oven, stovetop
Waterfront Getaway with Dock
10.0 out of 10, Exceptional, (25)
"We loved the proterty! House was set up with pleanty of room for 4 of us. It was clean and comfortable. Out back was very private. Would definitely stay here again. We had a blast!"
The price is CA $299
CA $355 total
includes taxes & fees
May 23 - May 24
Waterfront Getaway with Dock
Exterior
Newly Renovated Secluded Luxury waterfront cottage with private deep water pier!
10.0 out of 10, Exceptional, (66)
"My family had a wonderful stay at Ivy Cove. We were in town for our niece’s wedding and it was close enough to participate in all family activities but far enough away to be a peaceful haven to relax. The house is beautiful. Beds were very comfortable. We really enjoyed the fire pit and game room. The owner was fantastic. We would absolutely stay again in this amazing home."
Newly Renovated Secluded Luxury waterfront cottage with private deep water pier!
On the beach
Waterfront Scotland Beach Retreat w/Private Beach!
10.0 out of 10, Exceptional, (35)
"Overall it was a great experience. The house is huge, there are 2 living rooms, plenty of bathrooms for the amount of beds that are there. The views were amazing. There were a few things we didn’t have access too only because we stayed during the off season and one thing that we were told we would have access too but after we checked in we’re told it was under renovation; the bocce ball area. Overall a great stay. Not a lot to do in the area during off season but I could see it being an amazing...
Waterfront Scotland Beach Retreat w/Private Beach!
TV, fireplace, books
Cambridge Beach Home on Choptank River w/ Pier!
10.0 out of 10, Exceptional, (11)
"We are a group of mid 50s ladies that went to Jr High and High School together. We do an annual "girls" trip and usually head to Deep Creek Lake or Ocean City where some of us own second homes. We decided to switch things up this year and found this amazing rental. From the moment we walked in the door and saw the lovely note and goodies that were left for us - to the beautiful decor and gorgeous bedrooms. There was absolutely nothing missed in this rental. Kitchen fully stocked AND MORE!!! The...
Cambridge Beach Home on Choptank River w/ Pier!
Beach/ocean view
Luxury Waterfront Retreat with in ground pool and close to town
10.0 out of 10, Exceptional, (24)
"We stayed here as two families for thanksgiving. The kids (ages 6-15) loved the upstairs. So cozy and the game room was great for family movie night. The kitchen was perfect for all of our cooking. Lots of counter space, drink fridge really helped give extra space in main fridge, kitchen is very well stocked with pots, bakeware, crockpot, blender, and plenty of dinnerware/silverware. The backyard, dock, patio, and awesome view of the sunsets was our afternoon/evening entertainment. We went into...
Luxury Waterfront Retreat with in ground pool and close to town
Exterior
Bay House by AvantStay | Waterfront, Pier, Pond
9.0 out of 10, Wonderful, (2)
"The house is very elegant and located on a private beach. The views are amazing. We enjoyed cooking in the large kitchen area. Avanta property management was also very responsive to our needs."
Bay House by AvantStay | Waterfront, Pier, Pond
Interior
Charming 4 bedroom in Historic Cambridge
Charming 4 bedroom in Historic Cambridge
Fridge, microwave, stovetop, dishwasher
Historic Hoopersville Getaway on Chesapeake Bay!
9.6 out of 10, Exceptional, (8)
"Our vacation on Chesapeake Bay was wonderful. The house was clean and comfortable. It is an older home, but we loved the character and charm. There is a very large yard for playing, bikes and some board games/puzzles that we enjoyed. The island was very quiet so made for a relaxing vacation. The home came with kayaks, and we had a blast kayaking with our 2 and 4 year old on the ocean. I would highly recommend this home for a big gathering or small family like our trip. We felt so rested after...
Historic Hoopersville Getaway on Chesapeake Bay!
Lake
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock
9.8 out of 10, Exceptional, (66)
"What a beautiful property! We did a quick couples getaway and couldn’t have had a nicer weekend. The house is a beautiful, wraparound porch country home. Floorplan was really well designed and the decor was spot on. Looking forward to coming back next fall as well!"
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock
Fridge, microwave, oven, stovetop
Tidal Serenity- Remote Waterfront Home with dock
10.0 out of 10, Exceptional, (15)
"Your Tidal Serenity home is a dream come true! Our stay was an incredible nature experience. The house was clean and comfy and the dock was the perfect centerpiece for adventure and fun. We kayaked, crabbed, fished and spotted a TON of amazing birds. We visited Blackwater Bakery in Cambridge, Emily’s Farm, Blackwater National Refuge and Harriet Tubman’s Underground Railroad National Park and mostly-hung around the property exploring Taylor’s island on bike and foot. We hope to visit...
Tidal Serenity- Remote Waterfront Home with dock
Don't see what you're looking for?
See all available properties in Wingate
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.

Other property types in Wingate

Outdoor dining
The Schultz Estate
10.0 out of 10, Exceptional, (4)
"Had a great stay! Beautiful location! House was clean roomy, overall had a great time! The only thing I would say is work on the doors closing. In restrooms."
The Schultz Estate
Property grounds
Waterfront Cottage in Beautiful Hoopers Island
10.0 out of 10, Exceptional, (53)
"Had a wonderful time really enjoyed the use of the dock the house was perfect had everything you could of possibly needed definitely will be back!"
Waterfront Cottage in Beautiful Hoopers Island
On the beach, sun loungers, beach towels
Private Beach Front Getaway at The Sunshine Beach Cottage.
9.8 out of 10, Exceptional, (45)
"My husband and I have been to this cottage once before. It's our secret getaway. It has everything you need plus the beach is just a few feet away. You can't find another place like this one!"
Private Beach Front Getaway at The Sunshine Beach Cottage.
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.

Wingate Vacation Homes information

Number of reviews
662
Accommodation
74 Vacation Homes
Lowest Price
CA $299
Highest Price
CA $564

Recent Reviews in Wingate
Expedia verified reviews

Holiday Inn Express Cambridge, an IHG Hotel

Holiday Inn Express Cambridge, an IHG Hotel

5/5 Excellent
"Excellent staff and facility!"
A verified traveller stayed at Holiday Inn Express Cambridge, an IHG Hotel
Posted 1 day ago
Holiday Inn Express Cambridge, an IHG Hotel