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Greenwood Vacation Rentals

Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Greenwood vacation rentals

A cozy cabin-style room with a wooden interior, a bed with a blue quilt, a dresser, a refrigerator, a desk with a chair, and a mounted TV.

1. Horseshoe Lodges Cabins & RV Park

Horseshoe Lodges Cabins & RV Park
3.0 star property
Midland
7.8 out of 10, Good, (172 reviews)
"Cozy little cabins to stay in they were great"
United States
Justn
$69 nightly
The price is $74
Oct 30 - Oct 31
Total with taxes and fees
Horseshoe Lodges Cabins & RV Park
A kitchen with wooden cabinets, a countertop, and a built-in oven.

2. 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.
$153 nightly
The price is $160
Oct 30 - Oct 31
Total with taxes and fees
1 Bed, 1 Bath High End RV, Fully Furnished, Pet Friendly
A swimming pool with a water feature, lounge chairs, and a building with multiple windows.

3. 1 King Bed | Non-Smoking, Shower

1 King Bed | Non-Smoking, Shower
Midland
10.0 out of 10, Exceptional, (90 reviews)
"We appreciated how friendly the staff was and loved the spacious room for two."
United States
Anonymous traveler
$71 nightly
The price is $81
Oct 31 - Nov 1
Total with taxes and fees
1 King Bed | Non-Smoking, Shower
A modern kitchen with white cabinetry, a marble island, stainless steel appliances, and a chandelier.

4. Modern & Spacious Stylish Comfort & Relaxation

Modern & Spacious Stylish Comfort & Relaxation
Stanton
$384 nightly
The price is $404
Oct 30 - Oct 31
Total with taxes and fees
Modern & Spacious Stylish Comfort & Relaxation
A compact kitchen with a central island, a refrigerator, and a microwave.

5. 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 '.
$165 nightly
The price is $174
Oct 30 - Oct 31
Total with taxes and fees
Los pinitos Charming 1-bedroom cottage
A dining area with a dark wooden table surrounded by wicker chairs and leather ottomans.

6. 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, (55 reviews)
"We always enjoy staying at The Boyd House when in Midland."
United States
Chris G.
$343 nightly
The price is $385
Oct 30 - Oct 31
Total with taxes and fees
Executive 3 bedroom townhouse. Close to sports complex/Chevron/OXY/EOG
A hot tub area with a view of a landscape through a window, surrounded by dark wooden walls and a ceiling with exposed beams and string lights.

7. Midland's Most Private Tiny Cottage

Midland's Most Private Tiny Cottage
Midland
10.0 out of 10, Exceptional, (19 reviews)
"Such a cute cottage and absolutely loved it! The hot tub is a plus! Would definitely book again! "
United States
Amanda C.
$156 nightly
The price is $164
Nov 9 - Nov 10
Total with taxes and fees
Midland's Most Private Tiny Cottage
A kitchen with dark wood flooring, a refrigerator, a sink, and a countertop.

8. 🏡 2 bedrooms, 1 bathroom 🛁 cozy, modern apartment. With sofa bed 🛋️

🏡 2 bedrooms, 1 bathroom 🛁 cozy, modern apartment. With sofa bed 🛋️
Midland
8.0 out of 10, Very good, (11 reviews)
"Great location, place was clean and comfortable. "
United States
Dave S.
$228 nightly
The price is $240
Nov 13 - Nov 14
Total with taxes and fees
🏡 2 bedrooms, 1 bathroom 🛁 cozy, modern apartment. With sofa bed 🛋️
A modern kitchen with grey cabinets, a black countertop, and a dishwasher.

9. 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
$432 nightly
The price is $492
Nov 1 - Nov 2
Total with taxes and fees
Backyard & Game Room! Home in Heart of Midland
Interior

10. N BLVD-bbq pit, pong tbl, RO wkshop, 4bdrm-5beds

N BLVD-bbq pit, pong tbl, RO wkshop, 4bdrm-5beds
Midland
9.2 out of 10, Wonderful, (19 reviews)
"Pleasant."
United States
Matthew G.
$382 nightly
The price is $430
Nov 15 - Nov 16
Total with taxes and fees
N BLVD-bbq pit, pong tbl, RO wkshop, 4bdrm-5beds
A modern living room with a sofa, coffee table, and a dining area with a white table and placemats.

11. Spacious Modern Apartment, Queen Bed • Twin Beds • Sofa Bed

Spacious Modern Apartment, Queen Bed • Twin Beds • Sofa Bed
Midland
10.0 out of 10, Exceptional, (1 review)
"Great location. Quiet and comfortable. Enjoyed treats left for us. Also bath products were nice."
United States
Mary E.
$217 nightly
The price is $229
Oct 30 - Oct 31
Total with taxes and fees
Spacious Modern Apartment, Queen Bed • Twin Beds • Sofa Bed
A kitchen with a granite countertop, stainless steel sink, and a built-in oven.

12. Plantation Hills - 3/2 Pool/office/grill/RO/patio

Plantation Hills - 3/2 Pool/office/grill/RO/patio
Midland
9.4 out of 10, Exceptional, (61 reviews)
"Loved our stay rental and check in was a breeze!"
United States
Jorge R.
$343 nightly
The price is $387
Oct 30 - Oct 31
Total with taxes and fees
Plantation Hills - 3/2 Pool/office/grill/RO/patio
Open living / dining room w flat screen roku TV

13. Western Hills - Corp/Family House 3/2/2 w BBQ pit

Western Hills - Corp/Family House 3/2/2 w BBQ pit
Midland
8.8 out of 10, Excellent, (30 reviews)
"Great host"
United States
Ben T.
$301 nightly
The price is $339
Oct 30 - Oct 31
Total with taxes and fees
Western Hills - Corp/Family House 3/2/2 w BBQ pit
A compact kitchen with wooden cabinets, a sink, a stove, and a microwave.

14. Modern 1BR RV Retreat

Modern 1BR RV Retreat
Midland
$160 nightly
The price is $168
Oct 30 - Oct 31
Total with taxes and fees
Modern 1BR RV Retreat
A kitchen with white cabinets, a microwave, a refrigerator, and a window with blinds.

15. Cozy 3-Bedroom, 2-Bath Home in Midland – Perfect for Families or Work Trips!

Cozy 3-Bedroom, 2-Bath Home in Midland – Perfect for Families or Work Trips!
Midland
8.8 out of 10, Excellent, (3 reviews)
"Clean , comfortable "
United States
Randal K.
$351 nightly
The price is $369
Oct 30 - Oct 31
Total with taxes and fees
Cozy 3-Bedroom, 2-Bath Home in Midland – Perfect for Families or Work Trips!
A patio area with a fire pit, wicker furniture, and a pool in the background.

16. Free Breakfast. Pool. Quick Drive to the new Chevron and Oxy campuses! Great for Business Travelers!

Free Breakfast. Pool. Quick Drive to the new Chevron and Oxy campuses! Great for Business Travelers!
Midland
Free Breakfast. Pool. Quick Drive to the new Chevron and Oxy campuses! Great for Business Travelers!
A house with a fire feature in the front yard, a covered patio area, and a brick exterior.

17. 4-bedroom house in adorable Midland

4-bedroom house in adorable Midland
Midland
10.0 out of 10, Exceptional, (6 reviews)
"Great stay! The house was lovely, as pictured and very clean. Really nice neighborhood and good location. I would stay here again."
United States
Anonymous traveler
$343 nightly
The price is $361
Oct 30 - Oct 31
Total with taxes and fees
4-bedroom house in adorable Midland
A modern kitchen with grey cabinets, a black countertop, and a dishwasher.

18. 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.
$437 nightly
The price is $491
Nov 1 - Nov 2
Total with taxes and fees
Backyard & Game Room! Home in Heart of Midland
A compact kitchen with wooden cabinets, a countertop, a coffee maker, and a trash can.

19. 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
$152 nightly
The price is $159
Nov 1 - Nov 2
Total with taxes and fees
Cozy 1-bedroom 5th wheel perfect for a couple or solo traveler
A residential house with a stone facade, a garage, and a driveway.

20. Executive Corporate Retreat RL | Work-Friendly

Executive Corporate Retreat RL | Work-Friendly
Midland
$391 nightly
The price is $391
Oct 30 - Oct 31
Total with taxes and fees
Executive Corporate Retreat RL | Work-Friendly
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 Greenwood Hotel Reviews

Horseshoe Lodges Cabins & RV Park

Horseshoe Lodges Cabins & RV Park

10/10 Excellent
"Cozy little cabins to stay in they were great"
Justn 2-night trip
Posted 21 hours ago
Horseshoe Lodges Cabins & RV Park

Find out more about Greenwood

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

Greenwood vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Greenwood. 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 Greenwood 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 $74 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 Greenwood rentals

At Expedia, we put the best Greenwood 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 Greenwood 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 Greenwood 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 Greenwood. 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 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 Groovy Times w/Pool: This vacation home rental outside of Greenwood is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family.

What’s there to see and do in Greenwood?

While you're exploring the area, Sibley Nature Center and I-20 Wildlife Preserve and Jenna Welch Nature Study Center 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.