Photo by Kayla Berry

Oldtown Vacation Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Tonight
Jun 23 - Jun 24
Tomorrow
Jun 24 - Jun 25
This weekend
Jun 27 - Jun 29
Next weekend
Jul 4 - Jul 6

Vacation Rentals in Oldtown

Private, light filled retreat space... with your own pickleball court!
Smart TV, fireplace

Private, light filled retreat space... with your own pickleball court!

10.0 out of 10, Exceptional, (34)
"We enjoyed our stay here."
Private, light filled retreat space... with your own pickleball court!
Canal Cabins
Cabin, 1 Queen Bed, Mountain View | 1 bedroom, pillowtop beds, free WiFi, bed sheets

Canal Cabins

3.0 star property
10.0 out of 10, Exceptional, (2)
"All was expected. Nice Cabins"
The price is ￥16,435
￥18,572 total
includes taxes & fees
Jun 28 - Jun 29
Canal Cabins
Dreamtime - Modern A-frame Cabin w/ Hot tub
Outdoor dining

Dreamtime - Modern A-frame Cabin w/ Hot tub

10.0 out of 10, Exceptional, (41)
"We stayed here for our anniversary and had a great time. Hosts were very responsive when we had a question about the hot tub, "
The price is ￥42,220
￥53,016 total
includes taxes & fees
Jul 24 - Jul 25
Dreamtime - Modern A-frame Cabin w/ Hot tub
Perched in the Trees, Very Private, Screened in Porch with view
Terrace/patio

Perched in the Trees, Very Private, Screened in Porch with view

10.0 out of 10, Exceptional, (147)
"The driveway is extremely dangerous and I messed up my rental van really bad trying to turn around in the driveway. The cabin is really nice and in a great location. I grew up in Warfordsburg, but live in Florida. I went to visit my mom and needed a break from the city. This was perfect. There is a cardinal nest right in front of the porch and I watched them and the sunrise/sunset from the porch. It was perfect."
The price is ￥12,491
￥24,080 total
includes taxes & fees
Jun 26 - Jun 27
Perched in the Trees, Very Private, Screened in Porch with view
Log Cabin w Loft, Hot Tub, Deck, Fire Pit, & WiFi
Terrace/patio

Log Cabin w Loft, Hot Tub, Deck, Fire Pit, & WiFi

9.0 out of 10, Wonderful, (22)
"It was wonderful and peaceful"
The price is ￥33,250
￥52,654 total
includes taxes & fees
Jun 29 - Jun 30
Log Cabin w Loft, Hot Tub, Deck, Fire Pit, & WiFi
Grill, Fire Pit, WiFi, Deck, Hammock, Games & Dogs
TV, offices

Grill, Fire Pit, WiFi, Deck, Hammock, Games & Dogs

8.8 out of 10, Excellent, (3)
"Found this cabin to be cute and comfortable. Nice surroundings with deer, turtles, birds and squirrel. Would return again! "
The price is ￥23,126
￥47,505 total
includes taxes & fees
Jun 29 - Jun 30
Grill, Fire Pit, WiFi, Deck, Hammock, Games & Dogs
Secluded Pet-Friendly High-Tech Log Cabin in the Woods
Game room

Secluded Pet-Friendly High-Tech Log Cabin in the Woods

9.6 out of 10, Exceptional, (182)
"Everything was nice! "
Secluded Pet-Friendly High-Tech Log Cabin in the Woods
★Cabin: Pet/Family Friendly, Hot Tub, Large Deck★
Pool

★Cabin: Pet/Family Friendly, Hot Tub, Large Deck★

9.8 out of 10, Exceptional, (39)
"Nice and large property. Great for 5 people. "
★Cabin: Pet/Family Friendly, Hot Tub, Large Deck★
Hot Tub, Large Deck, WiFi, Fire Pit at Chalet Cabin
Terrace/patio

Hot Tub, Large Deck, WiFi, Fire Pit at Chalet Cabin

9.4 out of 10, Exceptional, (31)
"Excellent property for a quiet and relaxing long weekend. The wood stove and hot tub made the chilly evenings warm and romantic! Highly recommend this property!"
The price is ￥27,626
￥50,515 total
includes taxes & fees
Jun 26 - Jun 27
Hot Tub, Large Deck, WiFi, Fire Pit at Chalet Cabin
Cottage w Hot Tub, Pond & Kayaks, Fire Pit, & WiFi
Outdoor dining

Cottage w Hot Tub, Pond & Kayaks, Fire Pit, & WiFi

8.8 out of 10, Excellent, (40)
"The best city getaway ever, quiet, secluded, kayaks, hot tub, fire pit, cozy and rustic but clean and comfortable, deeply relaxing getaway for our small family, thank you!! "
Cottage w Hot Tub, Pond & Kayaks, Fire Pit, & WiFi
Authentic Log Cabin Getaway w/Private Hot Tub
Interior

Authentic Log Cabin Getaway w/Private Hot Tub

10.0 out of 10, Exceptional, (69)
"Everything was top notch from the quality of the flatware and dinnerware to the appliances, the cleanliness, the location and how responsive the host was. 10/10!"
Authentic Log Cabin Getaway w/Private Hot Tub
River Walk Cottage - Hot Tub | Pets | Fire Pit | Grill |River Access
TV

River Walk Cottage - Hot Tub | Pets | Fire Pit | Grill |River Access

9.4 out of 10, Exceptional, (39)
"We loved this little cabin for our girls weekend! It was very clean and had all the kitchen gadgets needed for cooking. The cabin is a bit far from town, but we never needed/wanted to leave! The hot tub was a highlight! "
River Walk Cottage - Hot Tub | Pets | Fire Pit | Grill |River Access
Quaint Loft Cabin w/Hot Tub, FirePit, Deck & Grill
Interior

Quaint Loft Cabin w/Hot Tub, FirePit, Deck & Grill

9.2 out of 10, Wonderful, (7)
"The cabin was peaceful and relaxing. Modern decor and nice outdoor amenities on the property. We enjoyed our stay."
The price is ￥23,769
￥41,364 total
includes taxes & fees
Jun 30 - Jul 1
Quaint Loft Cabin w/Hot Tub, FirePit, Deck & Grill
Secluded, Convenient, Hot tub, WiFi, Near Cacapon State Park
Exterior

Secluded, Convenient, Hot tub, WiFi, Near Cacapon State Park

10.0 out of 10, Exceptional, (262)
"Great views and great gathering."
The price is ￥44,704
￥113,334 total
includes taxes & fees
Jun 24 - Jun 25
Secluded, Convenient, Hot tub, WiFi, Near Cacapon State Park
Backyard creek, screened porch
Fridge, microwave, oven, stovetop

Backyard creek, screened porch

9.4 out of 10, Exceptional, (20)
"We enjoyed our stay - very clean and comfortable, just what we needed."
The price is ￥15,120
￥45,759 total
includes taxes & fees
Jun 29 - Jun 30
Backyard creek, screened porch
Milam Ridge: Modern Cabin Escape. Hot Tub, Covered Deck, Fire Pit
Outdoor dining

Milam Ridge: Modern Cabin Escape. Hot Tub, Covered Deck, Fire Pit

2.0 star property
10.0 out of 10, Exceptional, (24)
"Very well appointed property. Lovely view. Looking forward to a future trip back!"
The price is ￥18,553
￥45,886 total
includes taxes & fees
Jun 24 - Jun 25
Milam Ridge: Modern Cabin Escape. Hot Tub, Covered Deck, Fire Pit
Romantic, rustic, private A-frame chalet tucked in the woods - 4 miles to town!
Outdoor dining

Romantic, rustic, private A-frame chalet tucked in the woods - 4 miles to town!

8.8 out of 10, Excellent, (41)
"We had a wonderful stay on a wonderful property for our first trip as a family of 3 with our one year old! We would highly recommend this resort and cabin and would visit again any day! It was warm, cozy, and the staff were above and beyond friendly and accommodating "
Romantic, rustic, private A-frame chalet tucked in the woods - 4 miles to town!
Charming mountaintop cabin with hot tub, pool table, and breathtaking views
Outdoor dining

Charming mountaintop cabin with hot tub, pool table, and breathtaking views

9.8 out of 10, Exceptional, (203)
"We had a great stay. The hosts were responsive. The cabin was beautiful with great views and a perfect getaway. Definitely would stay again."
Charming mountaintop cabin with hot tub, pool table, and breathtaking views
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
Fridge, microwave, oven, stovetop

Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi

10.0 out of 10, Exceptional, (10)
"Nice clean well kept cottage. "
The price is ￥15,778
￥26,016 total
includes taxes & fees
Jul 3 - Jul 4
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
Secluded, romantic cabin with hot tub on 12 acres of woodland.
Smart TV, fireplace, DVD player, books

Secluded, romantic cabin with hot tub on 12 acres of woodland.

10.0 out of 10, Exceptional, (92)
"The cabin in the woods was an absolutely stunning, quiet, romantic retreat. "
The price is ￥25,639
￥44,390 total
includes taxes & fees
Jun 30 - Jul 1
Secluded, romantic cabin with hot tub on 12 acres of woodland.
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

Can I find vacation rentals in Oldtown?

Yes, we have vacation rentals close to well known sights in Oldtown, or you can choose a more secluded option if you're looking for a relaxing stay. Oldtown is known for its parks.

What's the top vacation rental that Oldtown has to offer?

Charming mountaintop cabin with hot tub, pool table, and breathtaking views: This vacation home rental near Oldtown 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 dishwasher, a fridge, and a stovetop. You can relax into your vacation with an arcade game room and a hot tub.

What’s there to see and do in Oldtown?

Potomac River and Chesapeake and Ohio Canal National Historical Park are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Paw Paw Tunnel and Chesapeake and Ohio Canal.

What’s a vacation rental in Oldtown like?

Vacation rentals are private properties you can book for a few weeks or just a few days in Oldtown. Vacation rentals feature amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for family trips.