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Highland Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Highland vacation rentals

A brochure cover for a home retreat in Wilmington, featuring a pool, outdoor seating, and a stone building.

1. S&K Getaway with heated pool & sauna

S&K Getaway with heated pool & sauna
Wilmington
10.0 out of 10, Exceptional, (57 reviews)
"We had a fantastic time. Everything was perfect. Gorgeous outdoor space for entertaining. So very peaceful. Would like to stay at their barn next time."
United States
christopher w.
$259 nightly
The price is $283
Nov 11 - Nov 12
Total with taxes and fees
S&K Getaway with heated pool & sauna
A poolside area with lounge chairs, umbrellas, and a stone building.

2. 2A2J Barn pool Getaway 9 miles to WEC

2A2J Barn pool Getaway 9 miles to WEC
Wilmington
10.0 out of 10, Exceptional, (54 reviews)
"Very clean and beautiful lodging with excellent amenities. You can tell there was a lot of thought and care that went into making sure guests felt welcomed and cozy. We had a wonderful stay. "
United States
Stephen B.
$300 nightly
The price is $330
Nov 5 - Nov 6
Total with taxes and fees
2A2J Barn pool Getaway 9 miles to WEC
A modern living room with a large TV, a sofa, a coffee table, and a rug.

3. Spacious Luxury Black Downtown Apartment - Minutes from WEC!

Spacious Luxury Black Downtown Apartment - Minutes from WEC!
Wilmington
9.6 out of 10, Exceptional, (15 reviews)
"What a lovely place. The only possible improvement I could suggest is a waste bin in the bathroom. Super quiet, charming and comfy place."
United States
Catherine
$196 nightly
The price is $205
Nov 5 - Nov 6
Total with taxes and fees
Spacious Luxury Black Downtown Apartment - Minutes from WEC!
A bedroom with a four-poster bed, a sign reading "RELAX, UNWIND, ENJOY", a ceiling fan, and a large window with blinds.

4. Meadowview Guest House

Meadowview Guest House
Hillsboro
10.0 out of 10, Exceptional, (30 reviews)
"Great stay. Host was quick to respond to all questions. Every detail was thought through. Highly recommend staying here!"
United States
Kayla E.
$169 nightly
The price is $169
Nov 8 - Nov 9
Total with taxes and fees
Meadowview Guest House
A compact kitchen with wooden cabinets, a refrigerator, and a dining area with two chairs.

5. The Angler

The Angler
Hillsboro
8.6 out of 10, Excellent, (16 reviews)
"Clean and great for a couple of fisherman enjoying the lake and surrounding area. "
United States
Jerry P.
$112 nightly
The price is $119
Dec 3 - Dec 4
Total with taxes and fees
The Angler
A living room with a sectional sofa, a ceiling fan, recessed lighting, a window, and a black and white rug.

6. 1 Bed/1 Bath Guest House

1 Bed/1 Bath Guest House
Hillsboro
10.0 out of 10, Exceptional, (13 reviews)
"Very clean and neat! Very comfortable place to stay. We enjoyed out visit and would definitely book this property again."
United States
Brenda
$158 nightly
The price is $170
Nov 8 - Nov 9
Total with taxes and fees
1 Bed/1 Bath Guest House
A cozy room with wooden walls, a ceiling fan, a TV, a small kitchenette, and a dining area with a table and chair.

7. The Huntsmen

The Huntsmen
Hillsboro
7.6 out of 10, Good, (7 reviews)
"Great location and very clean cabin!"
United States
Jacob U.
The Huntsmen
A compact kitchen with wooden cabinets, a refrigerator, stove, and a microwave. There is a dining table with chairs and a sofa in the living area.

8. The Beach House

The Beach House
Hillsboro
7.8 out of 10, Good, (7 reviews)
"Perfect spot for weekend getaway "
United States
Heidi R.
$137 nightly
The price is $146
Nov 8 - Nov 9
Total with taxes and fees
The Beach House
A hot tub with a view of the outdoors, a ceiling fan, and a table with chairs.

9. Full basement apartment quiet comfy 1-bedroom with shared Hot tub.

Full basement apartment quiet comfy 1-bedroom with shared Hot tub.
Wilmington
9.2 out of 10, Wonderful, (9 reviews)
"Perfect location to WEC, Only 9 minute drive. can walk to restaurants in Wilmington. Very comfortable spot. "
Canada
Cecilia M.
$246 nightly
The price is $246
Nov 5 - Nov 6
Total with taxes and fees
Full basement apartment quiet comfy 1-bedroom with shared Hot tub.
A four-poster bed with a quilted bedspread, a bedside table with a lamp, and floral wall art.

10. The historical charm of Nana's nest

The historical charm of Nana's nest
Wilmington
9.0 out of 10, Wonderful, (60 reviews)
"Great location"
United States
Anonymous traveler
$132 nightly
The price is $145
Nov 16 - Nov 17
Total with taxes and fees
The historical charm of Nana's nest
A two-story brick house with a porch and a covered entryway.

11. Spacious 5-bedroom, 2 bath historical house, just 8 minutes from WEC.

Spacious 5-bedroom, 2 bath historical house, just 8 minutes from WEC.
Wilmington
10.0 out of 10, Exceptional, (14 reviews)
"Great place, we hope to book again for next year!"
United States
Albert C.
$376 nightly
The price is $376
Nov 5 - Nov 6
Total with taxes and fees
Spacious 5-bedroom, 2 bath historical house, just 8 minutes from WEC.
A wooden tray with a carton of fresh eggs and a candle.

12. 2 Bedroom Apartment inside Barn in Wilmington, Ohio

2 Bedroom Apartment inside Barn in Wilmington, Ohio
Wilmington
10.0 out of 10, Exceptional, (1 review)
"Wonderful hosts and property!"
United States
Katie S.
$375 nightly
The price is $388
Nov 10 - Nov 11
Total with taxes and fees
2 Bedroom Apartment inside Barn in Wilmington, Ohio
A hot tub with a control panel, a ceiling fan, and a window with a view of the outdoors.

13. Spacious 4-bedroom Home in central Wilmington - Hot Tub - Pet Friendly - Clean

Spacious 4-bedroom Home in central Wilmington - Hot Tub - Pet Friendly - Clean
Wilmington
9.4 out of 10, Exceptional, (15 reviews)
"It was very nice. The doorknob were a bit old but they were cool. It was very nice, a bit to warm for me but I run hot."
United States
Mary
$401 nightly
The price is $401
Nov 8 - Nov 9
Total with taxes and fees
Spacious 4-bedroom Home in central Wilmington - Hot Tub - Pet Friendly - Clean
A room with a bed, red curtains, and a mirror on the wall.

14. Sunset Cabin-Adults Only Hot Tub Getaway

Sunset Cabin-Adults Only Hot Tub Getaway
Hillsboro
9.8 out of 10, Exceptional, (7 reviews)
"Great weekend thank you"
United States
Kris S.
$277 nightly
The price is $277
Nov 10 - Nov 11
Total with taxes and fees
Sunset Cabin-Adults Only Hot Tub Getaway
A living room with a stone fireplace, wooden paneling, a television, and a beige sofa.

15. The White Stag

The White Stag
Hillsboro
8.0 out of 10, Very good, (11 reviews)
"Stayed here the night before the Muddy Princess 5k. Upon arrival we were very quickly checked in by a very nice gentleman. Upon entering the cabin we were blown away by how nice it was. The surrounding area is very quiet. The overall atmosphere and experience was great. I am looking forward to booking my girls weekend there hopefully this fall"
United States
Ashley w.
$147 nightly
The price is $157
Nov 5 - Nov 6
Total with taxes and fees
The White Stag
A living room with a ceiling fan, a sofa, a chair, a small table, and a lamp.

16. Peaceful Farmhouse Retreat Near Washington Court House

Peaceful Farmhouse Retreat Near Washington Court House
Washington CH
9.4 out of 10, Exceptional, (13 reviews)
"My husband and I stayed here with my parents and two teenagers. Plenty of space for everyone and had everything we needed. Thanks!"
United States
Angela F.
$353 nightly
The price is $353
Nov 9 - Nov 10
Total with taxes and fees
Peaceful Farmhouse Retreat Near Washington Court House
A living room with a sofa, armchair, coffee table, and a rug.

17. Luxe Double Suite Downtown Wilmington - Sleeps 8, Minutes from WEC

Luxe Double Suite Downtown Wilmington - Sleeps 8, Minutes from WEC
Wilmington
$327 nightly
The price is $341
Nov 5 - Nov 6
Total with taxes and fees
Luxe Double Suite Downtown Wilmington - Sleeps 8, Minutes from WEC
A living room with a blue sofa, a brown armchair, a coffee table, a patterned rug, and a painting on the wall.

18. Luxury in the Heart of Downtown Wilmington, Minutes from WEC

Luxury in the Heart of Downtown Wilmington, Minutes from WEC
Wilmington
9.2 out of 10, Wonderful, (15 reviews)
"Great location and place!"
United States
Shannon M.
$196 nightly
The price is $205
Nov 5 - Nov 6
Total with taxes and fees
Luxury in the Heart of Downtown Wilmington, Minutes from WEC
Room

19. The Spacious Oasis-Hot Tub-Private Suite-Sleeps 11

The Spacious Oasis-Hot Tub-Private Suite-Sleeps 11
Wilmington
$617 nightly
The price is $617
Nov 8 - Nov 9
Total with taxes and fees
The Spacious Oasis-Hot Tub-Private Suite-Sleeps 11
A cozy living room with a brown leather sofa, a patterned rug, and a wooden coffee table.

20. The Outdoorsman

The Outdoorsman
Hillsboro
8.0 out of 10, Very good, (10 reviews)
"Clean and very quiet stay"
United States
Mindy
$145 nightly
The price is $155
Nov 15 - Nov 16
Total with taxes and fees
The Outdoorsman
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.
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Top Highland Hotel Reviews

Paragon Inn Hillsboro

Paragon Inn Hillsboro

10/10 Excellent
"Clean, good value"
charles 3-night trip
Posted 6 days ago
Paragon Inn Hillsboro

Find out more about Highland

Everything you need to know about Highland 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 Highland 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 Highland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Highland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Highland. 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 Highland 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 $170 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 Highland rentals

At Expedia, we put the best Highland 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 Highland 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 Highland 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 Highland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Highland?

Yes, we have vacation rentals close to top attractions in Highland, or you can go with a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Highland?

LAKE HOUSE ON ROCKY FORK LAKE MOUNTAIN VIEW DR!: Visitors like this Highland vacation home rental. It is located on a lake and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and an oven, so you can cook with friends or family.

What’s there to see and do in Highland?

While you're exploring the area, Rocky Fork Lake and Cowan Lake State Park are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Rocky Fork State Park and Paint Creek State Park.

What’s a vacation rental in Highland like?

Vacation rentals are private properties you can book for a long or short time in Highland. Vacation rentals offer extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for families.