Photo by Stephanie Sutton

Search Cottages in Middletown

  • 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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
7 Saf. - 9 Saf.
In two weeks
14 Saf. - 16 Saf.
In one month
28 Saf. - 2 Rab. I
In two months
28 Rab. I - 30 Rab. I

Compare 47 Cottages in Middletown with updated reviews, rates, and availability.

Cozy Retreat - Hot tub + Mountain Views + Pets
Exterior

Cozy Retreat - Hot tub + Mountain Views + Pets

10.0 out of 10, Exceptional, (24)
"Lovely spot. Definitely Recommend it! "
The price is SAR 309
SAR 966 total
includes taxes & fees
5 Feb - 6 Feb
Cozy Retreat - Hot tub + Mountain Views + Pets
Secluded, Cozy Cottage in the Shenandoah Valley
Quiet nights and so many stars.

Secluded, Cozy Cottage in the Shenandoah Valley

10.0 out of 10, Exceptional, (164)
"Wonderful property and great host. Very enjoyable. Thanks for having us!"
Secluded, Cozy Cottage in the Shenandoah Valley
Spectacular Cottage with Shenandoah River Views
Welcome to the Overlook, perched beautifully above the Shenandoah River

Spectacular Cottage with Shenandoah River Views

10.0 out of 10, Exceptional, (206)
"Overall this was a great place for a getaway with my husband! The cottage is very well done. It's incredibly clean, well stocked, and the furnishings and supplies are quite nice. The view is absolutely gorgeous and very peaceful. The "downsides" were that a bridge is under construction until late 2025 in the area so it takes longer to get to any stores. The last 5 minutes to the property are complete gravel roads and the very last part is a little steep. It's secluded but there is a house next...
Spectacular Cottage with Shenandoah River Views
Historical cottage in the town of Paris
Exterior

Historical cottage in the town of Paris

9.8 out of 10, Exceptional, (38)
"What a lovely and comfortable cottage! "
The price is SAR 619
SAR 1,103 total
includes taxes & fees
1 Feb - 2 Feb
Historical cottage in the town of Paris
Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi
Fire pit w/custom Adirondack chairs, solar Tiki torches, grapevine arbor

Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi

9.8 out of 10, Exceptional, (23)
"Our hosts were so wonderful!! The cottage is so cute and has everything one could need. We will definitely be repeat guests and recommend this place HIGHLY!!!"
Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi
Country Elegance overlooking the Shenandoah River
Rear View of the River Snug

Country Elegance overlooking the Shenandoah River

10.0 out of 10, Exceptional, (103)
"It was so relaxing & beautiful! We loved the views from every room , even the bathroom upstairs! "
Country Elegance overlooking the Shenandoah River
Hunt Country cottage in Upperville!
Living area

Hunt Country cottage in Upperville!

10.0 out of 10, Exceptional, (14)
"My partner and I stayed over christmas in what was the perfect cottage. If you want to believe that you're in some tiny small town america during christmas, this is the perfect place to be. It was by far the most peaceful and relaxing christmas.I've had in a long time. The stove is wonderful and makes me want to upgrade mine at my own house and the rest of the appliances are also amazing. Ten out of ten, we'll be staying again."
Hunt Country cottage in Upperville!
Weekend getaway short distance from DC/Northern Virginia

Weekend getaway short distance from DC/Northern Virginia

10.0 out of 10, Exceptional, (84)
"The stars at night at stunning. And the sunrise was breath taking as well. The dogs, my husband, and I enjoyed every moment! It was so nice to let them run off lead. I think they’ll be sleeping soundly well into the new year. "
Weekend getaway short distance from DC/Northern Virginia
Chic Front Royal Retreat Near Shenandoah River!
Exterior

Chic Front Royal Retreat Near Shenandoah River!

3.0 star property
10.0 out of 10, Exceptional, (4)
"This was a lovely trip because of the home we stayed in. It had a wonderful ambiance and was clean. Thank you for having it available!"
Chic Front Royal Retreat Near Shenandoah River!
Homey Luray Cabin w/ Fire Pit & Deck!
Terrace/patio

Homey Luray Cabin w/ Fire Pit & Deck!

3.0 star property
Homey Luray Cabin w/ Fire Pit & Deck!
Cozy cottage on Sprawling 55 Acre Horse Farm
Dining

Cozy cottage on Sprawling 55 Acre Horse Farm

Cozy cottage on Sprawling 55 Acre Horse Farm
Cozy Virginia Escape w/ Deck, Grill & Fire Pit!
Terrace/patio

Cozy Virginia Escape w/ Deck, Grill & Fire Pit!

2.0 star property
Cozy Virginia Escape w/ Deck, Grill & Fire Pit!
Modern Mountain Retreat w/ Deck + Hot Tub!
Living area

Modern Mountain Retreat w/ Deck + Hot Tub!

3.0 star property
Modern Mountain Retreat w/ Deck + Hot Tub!
Mountain Town Adventures Home w/ Fire Pit!
Dining

Mountain Town Adventures Home w/ Fire Pit!

3.0 star property
10.0 out of 10, Exceptional, (1)
"It was fantastic"
Mountain Town Adventures Home w/ Fire Pit!
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
Room

Riverfront! Shenandoah River! Sleeps 4! New Hot Tub

9.6 out of 10, Exceptional, (10)
"Excellent place to stay. Shelly is an excellent host. Nice location "
The price is SAR 1,341
SAR 1,918 total
includes taxes & fees
3 Feb - 4 Feb
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
Historical Paris Cabin on Farm w/ Fire Pit!
Exterior

Historical Paris Cabin on Farm w/ Fire Pit!

3.0 star property
Historical Paris Cabin on Farm w/ Fire Pit!
Cozy Cottage / Writers Retreat . Nestled in the woods . Private
out door patio , with adjoining fire pit

Cozy Cottage / Writers Retreat . Nestled in the woods . Private

10.0 out of 10, Exceptional, (2)
"We arrived after dark, and found lights on waiting for us. The cottage was exactly as described and beautifully appointed. We couldn’t have asked for more, everything that we could possibly need was there."
Cozy Cottage / Writers Retreat . Nestled in the woods . Private
Home w/ Hot Tub Near Shenandoah Nat'l Park!
Living area

Home w/ Hot Tub Near Shenandoah Nat'l Park!

3.0 star property
Home w/ Hot Tub Near Shenandoah Nat'l Park!
Wardensville Cabin w/ Hot Tub, Creek & Fire Pit!
Exterior

Wardensville Cabin w/ Hot Tub, Creek & Fire Pit!

3.0 star property
10.0 out of 10, Exceptional, (2)
"We had a great stay at the cabin! The kitchen is well stocked with everything you need to cook at home but we would recommend bringing some groceries. The house was clean and inviting and offered lots of privacy. There was no cell service but the Wi-Fi was great. We’d love to return!"
Wardensville Cabin w/ Hot Tub, Creek & Fire Pit!
Sunny Front Royal Vacation Rental w/ Hot Tub!
Exterior

Sunny Front Royal Vacation Rental w/ Hot Tub!

3.0 star property
Sunny Front Royal Vacation Rental w/ Hot Tub!
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 Middletown
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Middletown

Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
Exterior

Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails

9.8 out of 10, Exceptional, (175)
"The location was exactly what we needed and wanted. If you want to totally relax, get semi off the grid, this is your place. Take a hike and take it all in. Thank you to our hosts for making such a great property available."
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
Mountain Views, River Frontage & HotTub + Country!
Angler hot tub in private pavilion

Mountain Views, River Frontage & HotTub + Country!

10.0 out of 10, Exceptional, (25)
"My wife, son (3yrs), and I stayed at the Angler Cabin for 3days/ 2nights. The description was accurate and cabin was well looked after/ clean. Directions were accurate (Google Maps was able to locate property no problem) and we were well prepared with some food/ drink supplies so we could make sure of the small kitchen. The road leading to the cabin is truly 10-15min of near off-road driving so winter condition could play a huge role in someone's stay by my 4WD truck had no issue.We spend a full...
Mountain Views, River Frontage & HotTub + Country!
Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub
Property grounds

Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub

10.0 out of 10, Exceptional, (362)
"I recently stayed at this vacation rental and had a pleasant experience. The check-in process was simple. Just a heads-up, the drive to the house is a bit narrow in some spots, adding a touch of adventure to your journey! The property itself is well-maintained. The rooms are well-equipped, providing necessary amenities for a comfortable stay. The kitchen is functional with basic appliances and essentials, making meal preparation convenient. The views from the living area and front bedrooms are...
Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub
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

Why book your cottage in Middletown with Expedia?
Expedia has some great cottages in Middletown, so get set for a memorable stay on nature’s doorstep. If you have a certain budget, click on how much you’re willing to spend and the preferred star rating of your property. Or take advantage of our filters to search for cottages with free WiFi or a pool. We’ll help you find the perfect fit whatever your trip looks like.
How can I find cheap cottages in Middletown?
A wonderful way to locate cheap cottages in Middletown is with Expedia’s user-friendly filter tool. Refine your search results by star rating, amenities and budget to access unbeatable deals in a few clicks.