Greenwood Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Greenwood vacation rentals

Los pinitos Charming 1-bedroom cottage

Los pinitos Charming 1-bedroom cottage
midland
10.0 out of 10, Exceptional, (2 reviews)
"Extremely nice place to stay. Everything was super easy and straightforward to make the reservation and during my stay. Great communication. Very convenient to downtown. Would definitely stay again when in Midland!"
United States
Kimberly '.
The price is CA $124
CA $241 total
includes taxes & fees
Apr 20 - Apr 21
Los pinitos Charming 1-bedroom cottage

Horseshoe Lodges Cabins & RV Park

Horseshoe Lodges Cabins & RV Park
3.0 star property
Midland
8.0 out of 10, Very good, (124 reviews)
"This was a great cozy cabin stay near midland. We get tired of hotels when traveling and sometimes just want our own space and this was perfect. It was very quiet and secluded yet right on the freeway. The cabin was clean and had great amenities. Check in was as easy as a phone call with a PIN number and text to check out. No wasting time or standing in lines for check in. Very good experience and highly recommend staying here. "
United States
Kent
The price is CA $112
CA $119 total
includes taxes & fees
Apr 15 - Apr 16
Horseshoe Lodges Cabins & RV Park

Midland's Most Private Tiny Cottage

Midland's Most Private Tiny Cottage
Midland
10.0 out of 10, Exceptional, (6 reviews)
"very nice place and easy access to downtown. High recommended. "
United States
Scott C.
The price is CA $118
CA $226 total
includes taxes & fees
Apr 23 - Apr 24
Midland's Most Private Tiny Cottage

Backyard & Game Room! Home in Heart of Midland

Backyard & Game Room! Home in Heart of Midland
3.0 star property
Midland
10.0 out of 10, Exceptional, (1 review)
"House was very clean, nice beds etc"
United States
Ashtyn
The price is CA $219
CA $672 total
includes taxes & fees
Apr 15 - Apr 16
Backyard & Game Room! Home in Heart of Midland

New construction 3-bedroom house in beautiful Midland with 2 car garage access.

New construction 3-bedroom house in beautiful Midland with 2 car garage access.
Midland
10.0 out of 10, Exceptional, (7 reviews)
"Great space for three travelers. Clean and spacious. Would definitely stay here again. "
United States
Stazie
The price is CA $248
CA $463 total
includes taxes & fees
Apr 19 - Apr 20
New construction 3-bedroom house in beautiful Midland with 2 car garage access.

🏡 2 bedrooms, 1 bathroom 🛁 cozy, modern apartment. With sofa bed 🛋️

🏡 2 bedrooms, 1 bathroom 🛁 cozy, modern apartment. With sofa bed 🛋️
Midland
9.8 out of 10, Exceptional, (7 reviews)
"Great location, place was clean and comfortable. "
United States
Dave S.
The price is CA $178
CA $291 total
includes taxes & fees
Apr 26 - Apr 27
🏡 2 bedrooms, 1 bathroom 🛁 cozy, modern apartment. With sofa bed 🛋️

Modern 1BR RV Retreat

Modern 1BR RV Retreat
Midland
The price is CA $124
CA $232 total
includes taxes & fees
Apr 25 - Apr 26
Modern 1BR RV Retreat

Beautiful guest house. Close to downtown, Gated entrance.Quiet neighborhood

Beautiful guest house. Close to downtown, Gated entrance.Quiet neighborhood
Midland
The price is CA $99
CA $206 total
includes taxes & fees
Apr 21 - Apr 22
Beautiful guest house. Close to downtown, Gated entrance.Quiet neighborhood

1 Bed, 1 Bath High End RV, Fully Furnished, Pet Friendly

1 Bed, 1 Bath High End RV, Fully Furnished, Pet Friendly
Midland
8.0 out of 10, Very good, (1 review)
"It was like going camping. "
United States
Blake B.
The price is CA $93
CA $221 total
includes taxes & fees
Apr 15 - Apr 16
1 Bed, 1 Bath High End RV, Fully Furnished, Pet Friendly

Luxury 3BR House near Airport in Midland TX

Luxury 3BR House near Airport in Midland TX
Midland
9.0 out of 10, Wonderful, (8 reviews)
"Everything was great! Beautiful place to stay. We loved it. "
United States
Melessa K.
The price is CA $278
CA $457 total
includes taxes & fees
Apr 15 - Apr 16
Luxury 3BR House near Airport in Midland TX

The Sea Breeze super clean well equipped for extended staysin quiet neighborhood

The Sea Breeze super clean well equipped for extended staysin quiet neighborhood
Midland
The price is CA $186
CA $386 total
includes taxes & fees
Apr 19 - Apr 20
The Sea Breeze super clean well equipped for extended staysin quiet neighborhood

3/2/2 Near SW Loop 250/ Beal Park/ Sports Complex/191

3/2/2 Near SW Loop 250/ Beal Park/ Sports Complex/191
Midland
9.0 out of 10, Wonderful, (27 reviews)
"House was clean and as advertised "
United States
Meghan H.
The price is CA $223
CA $500 total
includes taxes & fees
Apr 20 - Apr 21
3/2/2 Near SW Loop 250/ Beal Park/ Sports Complex/191

Cozy 1-bedroom 5th wheel perfect for a couple or solo traveler

Cozy 1-bedroom 5th wheel perfect for a couple or solo traveler
Midland
The price is CA $105
CA $220 total
includes taxes & fees
Apr 18 - Apr 19
Cozy 1-bedroom 5th wheel perfect for a couple or solo traveler

Executive 3 bedroom townhouse. Close to sports complex/Chevron/OXY/EOG

Executive 3 bedroom townhouse. Close to sports complex/Chevron/OXY/EOG
Midland
9.8 out of 10, Exceptional, (53 reviews)
"Great hosts and property!"
United States
Michael R.
The price is CA $276
CA $573 total
includes taxes & fees
Apr 15 - Apr 16
Executive 3 bedroom townhouse. Close to sports complex/Chevron/OXY/EOG

Ranch Oasis on 3 Acres w/Pool, Outdoor Kitchen, RV Parking, Sauna, Gym & More!

Ranch Oasis on 3 Acres w/Pool, Outdoor Kitchen, RV Parking, Sauna, Gym & More!
Midland
10.0 out of 10, Exceptional, (23 reviews)
"Excellent stay, perfect for what we needed. Such a gracious host. "
United States
Stacey S.
The price is CA $630
CA $832 total
includes taxes & fees
Apr 16 - Apr 17
Ranch Oasis on 3 Acres w/Pool, Outdoor Kitchen, RV Parking, Sauna, Gym & More!

3-bedroom house in lovely Midland with cool AC and pool

3-bedroom house in lovely Midland with cool AC and pool
Midland
10.0 out of 10, Exceptional, (3 reviews)
"Our host was very welcoming and communicated excellently throughout our stay. The home is spacious and comfortable; however, the living room is furnished with futons rather than a traditional couch or chairs. The property is located in a large subdivision, and the pool is a community amenity rather than being located at the house itself. Overall, we had a great experience and would certainly consider renting this property again for an extended stay in the Midland–Odessa area."
United States
Capt. Corey S.
The price is CA $325
CA $723 total
includes taxes & fees
Apr 21 - Apr 22
3-bedroom house in lovely Midland with cool AC and pool

King Suite. Free Breakfast. Pool. Great for Business Travelers!

King Suite. Free Breakfast. Pool. Great for Business Travelers!
Midland
10.0 out of 10, Exceptional, (1 review)
"Easy check in at front desk, clean hotel"
United States
Teela C.
The price is CA $177
CA $229 total
includes taxes & fees
Apr 19 - Apr 20
King Suite. Free Breakfast. Pool. Great for Business Travelers!

Welcome to Twin Oaks Oasis

Welcome to Twin Oaks Oasis
Midland
9.8 out of 10, Exceptional, (18 reviews)
"Great spot for our family! "
United States
Brooke R.
The price is CA $427
CA $763 total
includes taxes & fees
Apr 30 - May 1
Welcome to Twin Oaks Oasis

Spacious 4-bedroom house in beautiful Midland with AC

Spacious 4-bedroom house in beautiful Midland with AC
Midland
The price is CA $288
CA $673 total
includes taxes & fees
Apr 16 - Apr 17
Spacious 4-bedroom house in beautiful Midland with AC

Backyard & Game Room! Home in Heart of Midland

Backyard & Game Room! Home in Heart of Midland
Midland
10.0 out of 10, Exceptional, (1 review)
"Beautiful home. Very updated! Large bedrooms and Living areas!!! "
United States
Laurie S.
The price is CA $196
CA $675 total
includes taxes & fees
Apr 15 - Apr 16
Backyard & Game Room! Home in Heart of Midland
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

Top Greenwood Hotel Reviews

Find out more about Greenwood

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Greenwood. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Greenwood?

Yes, we give you a choice of vacation rentals near top sights in Greenwood, or you can go with a more secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals that Greenwood has to offer?

Right At Home-Midland Oasis with pool-billiards: This vacation home rental outside of Greenwood offers an outdoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and an arcade game room so you can immerse yourself in your vacation.

What’s there to see and do in Greenwood?

While you're exploring the area, I-20 Wildlife Preserve and Jenna Welch Nature Study Center and Howard Jenkins Memorial Space Park are a couple of picturesque spots to get outside and enjoy nature. Permian Basin Petroleum Museum and The Horseshoe Midland County Multipurpose Facility are a couple of places you'll find in the larger area.

What are vacation rentals like in Greenwood?

Vacation rentals are privately owned properties you can book for several days or longer in Greenwood. Vacation rentals feature amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for family trips.