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Caldwell Holiday Rentals

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Holiday Rentals in Caldwell

Our top choices for Caldwell holiday rentals

Creek side Log Cabin with hot tub in White Sulphur Springs WV

10.0 out of 10, Exceptional, (4)
"We had a wonderful time, so clean, comfortable, beautifully furnished and fun. Every detail thought of and so perfect. Truly a wonderful time spent here! We love it! "
Creek side Log Cabin with hot tub in White Sulphur Springs WV

The Barn House: Caldwell Mtn Retreat w/ Hot Tub!

3.0 star property
The Barn House: Caldwell Mtn Retreat w/ Hot Tub!

Hotel O Relax Inn Lewisburg near I-64

3.0 star property
5.8 out of 10, (69)
"For the price was expecting it to be a "dump" but found it to be very clean with very comfortable beds.Other than NO soap/shampoo or telephone in the room &we found it to be a very rewarding break on our trip & will not hesitate staying there again if in the area"
Hotel O Relax Inn Lewisburg near I-64

The Escape

3.0 star property
9.6 out of 10, Exceptional, (415)
"Very comfortable place to stay in Lewisburg WV"
The price is AU$224
includes taxes & fees
12 Oct - 13 Oct
The Escape

Washington Street Quarters

3.0 star property
9.8 out of 10, Exceptional, (27)
"There is an excellent restaurant next door and lots of shops nearby. Very nicely furnished."
The price is AU$211
includes taxes & fees
29 Sept - 30 Sept
Washington Street Quarters

Glamping in the Tiny House with a Huge View

9.6 out of 10, Exceptional, (7)
"visited with my girlfriend and Lynne went out of her way to accommodate us. it’s just a simple cabin, not a hotel room, but the listing was completely clear about all the details. it was exactly what we were looking for. the cabin was comfortable and the view is worth the whole thing."
The price is AU$262
includes taxes & fees
26 Sept - 27 Sept
Glamping in the Tiny House with a Huge View

Country Cabin with Creek Frontage, High Speed Internet, and Electric Car Charger

10.0 out of 10, Exceptional, (117)
"Overall, the place was the most beautiful tranquil peaceful place I have seen and stayed at in a very long time"
Country Cabin with Creek Frontage, High Speed Internet, and Electric Car Charger

Cozy rental near Greenbrier Resort with a deck, stunning views modern-rustic charm, and full kitchen

9.2 out of 10, Wonderful, (35)
"Great weekend getaway as a family! The treehouse is a lot of fun, location is fantastic, and communication with the owners was outstanding! Highly recommend!"
Cozy rental near Greenbrier Resort with a deck, stunning views modern-rustic charm, and full kitchen

Jackson River Estate Riverfront with Pool, Billiards, Games.

9.0 out of 10, Wonderful, (7)
"Wonderful house and location. We loved it!"
Jackson River Estate Riverfront with Pool, Billiards, Games.

The Eloise - Stylish 3BR, 2 Bath Cottage on Greenbrier River, WV incl. AC, WiFi

9.8 out of 10, Exceptional, (7)
"This is by fair one of the nicest places we've ever stayed. Place is clean and everything is there that you need to just relax and enjoy your time. Beds are comfortable, plenty of space for 5 people to enjoy with room to spare. We will definitely be back! Property manager was also so friendly and helpful. Location so beautiful that pictures do not do it justice."
The price is AU$417
includes taxes & fees
28 Sept - 29 Sept
The Eloise - Stylish 3BR, 2 Bath Cottage on Greenbrier River, WV incl. AC, WiFi

GETAWAY! Peaceful Lodge 20 acres of private land, Trout Pond, stream on site

9.8 out of 10, Exceptional, (20)
"Beautiful place to stay - cozy and comfortable!"
GETAWAY! Peaceful Lodge 20 acres of private land, Trout Pond, stream on site

Country Cabin, an Archer’s Retreat

10.0 out of 10, Exceptional, (2)
"We were very pleased with our stay at Archer's Retreat. It had everything we needed for a peaceful and relaxing stay. Everything was as described and the host was very responsive to the few questions we had. We would definitely stay here again."
The price is AU$391
includes taxes & fees
26 Sept - 27 Sept
Country Cabin, an Archer’s Retreat

Unique Four Seasons Retreat!

9.8 out of 10, Exceptional, (167)
"We loved our stay in the cabin! The unique details, charm and beautiful surroundings made this the perfect vacation! The best part of this rental however was our host Amy and her fantastic family! Amy was attentive, gracious and went out of her way to make us feel welcome as did her family! We will definitely stay here again in future! "
Unique Four Seasons Retreat!

Little Cozy Cottage near Greenbrier (PGA) and Homestead and local Fly fishing

9.4 out of 10, Exceptional, (71)
"We enjoyed our stay very much and recommended it to friends. Would stay there again next year."
Little Cozy Cottage near Greenbrier (PGA) and Homestead and local Fly fishing

Gound level and private home with 142 feet of river front access.

9.6 out of 10, Exceptional, (51)
"Very pretty outside and in, Would definitely recommend! "
The price is AU$504
includes taxes & fees
26 Sept - 27 Sept
Gound level and private home with 142 feet of river front access.

Way Up Acres and Lodging

10.0 out of 10, Exceptional, (7)
"This is an amazing get away. We rented the Red Rooster cabin for a couple of days. The cabin was clean and provided coziness along with entertainment between the barn animals, the fire ring outside and DVR to chill out indoors. "
The price is AU$162
includes taxes & fees
9 Oct - 10 Oct
Way Up Acres and Lodging

A special cottage close to EVERYTHING!! July dates available NOW!!!

10.0 out of 10, Exceptional, (35)
"Beautiful property in great location. Loved our stay."
A special cottage close to EVERYTHING!! July dates available NOW!!!

The Black Bear Vintage Camper

10.0 out of 10, Exceptional, (8)
"Me and my girlfriend loved the feel of coziness and safeness of the place, yes given that it is small that doesn’t mean it is bad. It was perfect for our first ever stay at a location and it was close to home. We sincerely enjoyed the stay. "
The price is AU$145
includes taxes & fees
28 Sept - 29 Sept
The Black Bear Vintage Camper

Historic center of the city

10.0 out of 10, Exceptional, (106)
"Kelley's rental was perfect for our stay. We loved the location and the house was beautiful. "
Historic center of the city

Cozy Renovated Bungalow — Walk Downtown!

2.0 star property
8.6 out of 10, Excellent, (15)
"It was a cozy place."
The price is AU$339
includes taxes & fees
30 Sept - 1 Oct
Cozy Renovated Bungalow — Walk Downtown!
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 Caldwell Hotel Reviews

Find out more about Caldwell

Find out more about Caldwell

Everything you need to know about Caldwell holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Caldwell holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Caldwell holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Caldwell holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Caldwell. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Caldwell holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Caldwell holiday rentals we have selected for you start as low as AU$145 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Caldwell rentals

At Expedia, we put the best Caldwell holiday 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 Caldwell 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 Caldwell holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Caldwell. 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 holiday rentals in Caldwell?

Yes, there are holiday rentals close to the most popular sights in Caldwell, 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 Caldwell has to offer?

Jackson River Estate Riverfront with Pool, Billiards, Games.: This holiday home rental outside of Caldwell 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 10 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 an arcade/games room.

What can I see and do in Caldwell?

Greenbrier River and Greenbrier State Forest are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Greenbrier Valley Theatre and Lost World Caverns.

What are holiday rentals like in Caldwell?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Caldwell. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you the experience of 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 an attractive choice for a small group gathering.