Wynne Holiday Rentals

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks

Holiday Rentals in Wynne

Private, Waterfront, Ultra-clean, Pet friendly, Kayaks, Canoe, Firepit, more!

10.0 out of 10, Exceptional, (211)
"We loved UpYonda! Erin and Mark are so nice and easy to communicate with. The home is beautiful and there really is everything you need there. The suite upstairs is beautiful and huge!! The view of the water is amazing and the wildlife was stunning. We saw a fox, Blue Heron and got video of an Otter rolling around in the snow on the dock! The stargazing is fantastic and we made a snowman. We loved it. "
Private, Waterfront, Ultra-clean, Pet friendly, Kayaks, Canoe, Firepit, more!

2 Bedroom Cozy Beach Cottage with Beach Access

10.0 out of 10, Exceptional, (12)
"This was a great little cottage and was perfect for our stay. We wanted to be close to Valey Lee and the location was great. We will definitely consider staying again."
2 Bedroom Cozy Beach Cottage with Beach Access

'river's Edge Retreat With Kayaks & River Access!

3.0 star property
'river's Edge Retreat With Kayaks & River Access!

4-BR Waterfront Turret Home

2.0 star property
10.0 out of 10, Exceptional, (1)
"Absolutely wonderful home with the best view of the water from nearly every window. It was clean and it had many comfortable bedrooms. Highly recommend this property!!"
The price is NZ$1,223
includes taxes & fees
26 Mar - 27 Mar
4-BR Waterfront Turret Home

El Camino

10.0 out of 10, Exceptional, (33)
"Very cute cabin. We enjoyed the peace and quiet. Ver close to our destin.ation, Point lookout."
El Camino

Sunrise Views: Waterfront Lusby Home w/ Deck!

9.6 out of 10, Exceptional, (8)
"Absolutely an amazing place to get away, and enjoy the beautiful views of the Bay. Well appointed house, immaculately maintained. Short distance to town, and short distance to each hikes. "
Sunrise Views: Waterfront Lusby Home w/ Deck!

Waterfront Wildlife Retreat on the Patuxent River

10.0 out of 10, Exceptional, (158)
"Clean and nice location. Worked perfectly for our visit to the area to spend time with our daughter, son-in-law, and two perfect grandsons. Thank you for sharing your beautiful home and location. "
Waterfront Wildlife Retreat on the Patuxent River

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

Beach Club: your own private "Caribbean" resort

9.8 out of 10, Exceptional, (9)
"Beautiful home with lots of room for all 11 of us to enjoy meals and hanging out. Great space to accommodate all ages from 4 to 80. Hosts were very responsive and made us feel welcome. The pavilion at the beach was awesome and we spent alot of time there. Great stay , great memories and all had a memorable time. "
Beach Club: your own private "Caribbean" resort

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

Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp

9.8 out of 10, Exceptional, (58)
"Quiet location right by the water. Very clean house and perfect for housing a lot of people comfortably. Owner was very friendly and we had no problems during our stay"
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp

Riverfront Paradise w/ Hot Tub & Pool in Kinsale!

9.6 out of 10, Exceptional, (15)
"There are so many wonderful things to say about this beautifully maintained property. The positives were 2 dishwashers, 2 ovens, 2 refrigerators (one by the pool), ice machine, lots of seating on outside porches, large pier w/motorized lift platform to get in and out of the water, luckily a backup generator (we had a bad storm while we were there), pool is shallow and great for water walking, beautiful views from the inside and outside, great crab traps, very safe fire pit, most well equipped...
Riverfront Paradise w/ Hot Tub & Pool in Kinsale!

Hays Beach House - Hot Tub - Private Beach

10.0 out of 10, Exceptional, (4)
"We booked this bayside property for a short family vacation and the house and amenities were exactly what we needed during our time at Hays Beach. There were ample bedrooms and spaces for all of us to relax, the kitchen was well appointed. The beach in front of the house was perfect for our grandson to play in a small pool while the others lounged in chairs or were in the water directly in front of the house. The public beach was a short walk away and we enjoyed seeing all the wildlife on the...
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

The Hideaway in Hays Beach on Chesapeake Bay High Speed Internet 301-250-8384

10.0 out of 10, Exceptional, (113)
"Not my first rental in the Scotland area and was not disappointed! Jocelyn was communicative and kind and the house was lovely, cozy and clean. The house wasn't 100% ready at check-in, but she gave us advance notice and as it happened, we were running behind anyway. The property is well equipped, steps from the beach, has a beautiful backyard for warmer months, and was a great size for two couples and an infant on a winter retreat.Our only complaints were the tap water (very smelly and not...
The Hideaway in Hays Beach on Chesapeake Bay High Speed Internet 301-250-8384

Beachy Maryland A-Frame: Steps to Chesapeake Bay!

9.8 out of 10, Exceptional, (9)
"I loved this sweet A frame home! Celebrated my 48th birthday with a girls' trip and we all loved it. Enjoyed fires and Christmas movies each night. House has a lot of space and is so comfortable. Loved the views of the Bay, particularly from the sunroom and porch. Found quite a bit of sea glass on the neighborhood beach, as well as at the house beach during low tide. Owner was incredibly responsive and went above and beyond. Great place. Would highly recommend. "
Beachy Maryland A-Frame: Steps to Chesapeake Bay!

Serenity Bay-Relaxing, Spacious House-Private Pool-6 bdrms-5baths

9.0 out of 10, Wonderful, (14)
"My family enjoyed our stay over Thanksgiving. Three generations with different needs and the house accommodated us well."
Serenity Bay-Relaxing, Spacious House-Private Pool-6 bdrms-5baths

House Right on the Potomac River - Great Sunrises & Sunsets

10.0 out of 10, Exceptional, (89)
"This place is amazing for a large family getaway! Pet friendly and kid friendly. There isn’t too much around the area, but having access to a pool, the boats and canoes, fishing/crabbing supplies, and the large living area made this perfect for our trip. Multiple rooms, multiple couches and multiple areas to play board games. Definitely worth a second trip and the owner (Tom) made everything incredibly easy Thank you again for letting us use your lovely home! "
House Right on the Potomac River - Great Sunrises & Sunsets

Spring into Game Theme: Pool+Boats+King bd+EV+Dock

10.0 out of 10, Exceptional, (20)
"We decided to take a spontaneous trip (literally booking at 9:00 PM the night before), and most rentals were already closed for the next day, including Easthaven. I reached out to hosts Abbie and Aaron to inquire about the possibility of renting the property on short notice, and they were incredibly accommodating and a pleasure to work with.Upon arriving at Easthaven for our weekend getaway, the weather was less than ideal—rain poured the entire time, which we knew could be a possibility....
The price is NZ$700
includes taxes & fees
1 Apr - 2 Apr
Spring into Game Theme: Pool+Boats+King bd+EV+Dock

Rock Hall on the water

9.4 out of 10, Exceptional, (47)
"Rock Hall is a beautiful property that is nicely situated between several quaint towns. We loved the space and the large yard for the kids and dog to run. I do feel that it was a bit overpriced for what the house offers. In contrast to other rentals I found this to be quite stark and lacking in the comforts that I look for during a stay. The house is very minimally furnished and there were no comfort items to be found. It would have been nice to have a flashlight for walking through the...
Rock Hall on the water
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.
Don't see what you're looking for?
See all available properties in Wynne
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Wynne you may be interested in

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

2.5 star property
7.6 out of 10, Good, (1001)
"Well maintainsd and clean. We were very happy with the room."
The price is NZ$183
includes taxes & fees
9 Mar - 10 Mar
La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

Solomons Inn Resort & Marina

2.5 star property
7.8 out of 10, Good, (754)
"Loved in the morning meeting Jan who was working like crazy cleaning and Kenny who came up to our room to help us out and Colvin our night time Host who was very friendly and helpful checked us in! View of the marina was Awesome 👌 Thank you "
The price is NZ$257
includes taxes & fees
29 Mar - 30 Mar
Solomons Inn Resort & Marina

Quality Inn Solomons - Beacon Marina

2.5 star property
7.6 out of 10, Good, (736)
"It was quiet "
The price is NZ$201
includes taxes & fees
9 Mar - 10 Mar
Quality Inn Solomons - Beacon Marina
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

Are there holiday rentals in Wynne?

Yes, there are holiday rentals close to the most popular sights in Wynne, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Wynne has to offer?

Private, Waterfront, Ultra-clean, Pet friendly, Kayaks, Canoe, Firepit, more!: This holiday home rental outside of Wynne is located on a river, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

What can I see and do in Wynne?

While exploring the area, visit family-friendly sights like Kinsale Museum, or get outside and enjoy nature at Elms Beach Park. In the wider area, you’ll find Dennis Point Marina and Historic St. Mary's City.

What are holiday rentals like in Wynne?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Wynne. Holiday rentals feature extras like kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for family trips or small group gatherings.