A swamp with tall trees and water reflecting the greenery.

Greenwood Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Greenwood vacation rentals

A wooden cabin with a porch, a rocking chair, and a table.

1. Cozy Cabin Getaway at Gum Branch Acres – Perfect for a Quiet Escape

Cozy Cabin Getaway at Gum Branch Acres – Perfect for a Quiet Escape
Lincoln
10.0 out of 10, Exceptional, (1 review)
"Thank you, we had a very pleasant stay"
United States
andy O.
The price is ￥26,377
￥44,532 total
includes taxes & fees
Sep 29 - Sep 30
Cozy Cabin Getaway at Gum Branch Acres – Perfect for a Quiet Escape
A patio area with outdoor seating, string lights, and potted plants.

2. Poe Themed Home Close to Beaches and DE Turf

Poe Themed Home Close to Beaches and DE Turf
Milford
8.6 out of 10, Excellent, (16 reviews)
"Theme decor was awesome. Location was a quick stroll downtown. Very busy street so use a white noise app on your phone if street noise is an issue."
United States
Dee Z. B.
The price is ￥24,989
￥41,076 total
includes taxes & fees
Sep 21 - Sep 22
Poe Themed Home Close to Beaches and DE Turf
A bedroom with a bed, a dresser, a mirror, and a door leading to another room.

3. Cozy Unit in Milford, Delaware -Close to DE Turf

Cozy Unit in Milford, Delaware -Close to DE Turf
Milford
10.0 out of 10, Exceptional, (3 reviews)
"Perfect place for my son and I that had a lacrosse tourney that was only 8 minutes away at the Delaware turf fields Cat was awesome and replied very fast and was super accommodating!! "
United States
Shaine L.
The price is ￥18,325
￥34,575 total
includes taxes & fees
Sep 24 - Sep 25
Cozy Unit in Milford, Delaware -Close to DE Turf
A backyard with a small waterfall, rocks, and a pond with lily pads. There are two blue chairs and a black pot near the waterfall.

4. Turnbridge Manor

Turnbridge Manor
Denton
9.8 out of 10, Exceptional, (18 reviews)
"Really nice place and you can walk to everything.Will stay again!"
United States
Glenn S.
The price is ￥55,847
￥94,552 total
includes taxes & fees
Sep 21 - Sep 22
Turnbridge Manor
A deck with a table and chairs, a large umbrella, and a grill.

5. Walk to Bowers Beach! Peaceful Coastal Retreat

Walk to Bowers Beach! Peaceful Coastal Retreat
3.0 star property
Frederica
The price is ￥64,785
￥112,902 total
includes taxes & fees
Sep 21 - Sep 22
Walk to Bowers Beach! Peaceful Coastal Retreat

6. New 3‑BR Ranch by DE Turf & Beaches

New 3‑BR Ranch by DE Turf & Beaches
Lincoln
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful accommodations that are very comfortable. We would stay there again."
United States
Beth S.
The price is ￥20,694
￥48,678 total
includes taxes & fees
Sep 28 - Sep 29
New 3‑BR Ranch by DE Turf & Beaches

7. The Little house W/ Pool & Spa

The Little house W/ Pool & Spa
Lincoln
9.8 out of 10, Exceptional, (6 reviews)
"Host was very helpful and has great communication. Beautiful place to stay!"
United States
veronica d.
The price is ￥16,798
￥48,176 total
includes taxes & fees
Sep 29 - Sep 30
The Little house W/ Pool & Spa
A sunroom with a view of the beach, featuring a white chair, a blue-striped sofa, and a small table.

8. Delaware Beachfront Private Getaway on the Bay

Delaware Beachfront Private Getaway on the Bay
Milford
9.8 out of 10, Exceptional, (201 reviews)
"The host was great and answered all our questions. House was well stocked and clean, would definitely stay again."
United States
Katherine K.
The price is ￥55,381
￥113,894 total
includes taxes & fees
Sep 20 - Sep 21
Delaware Beachfront Private Getaway on the Bay
A bedroom with a bunk bed, a single bed, a desk, and a chair.

9. Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!
Frederica
9.6 out of 10, Exceptional, (25 reviews)
"We enjoy this place!!!"
United States
nahum f.
The price is ￥11,569
￥30,138 total
includes taxes & fees
Oct 1 - Oct 2
Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!
A kitchen with wooden cabinets, a microwave, a stove, a refrigerator, and a sink.

10. Come stay at our beautiful 3 bedroom home located in rural Milford De.

Come stay at our beautiful 3 bedroom home located in rural Milford De.
Milford
10.0 out of 10, Exceptional, (5 reviews)
"The guys went to the race and they were very happy with the location the price and the people were very nice to deal with"
United States
debra h.
The price is ￥50,131
￥77,222 total
includes taxes & fees
Sep 25 - Sep 26
Come stay at our beautiful 3 bedroom home located in rural Milford De.
A modern kitchen with a central island, stainless steel appliances, and a dining area with a chandelier.

11. Stunning Home: DE Turf Complex 2 min away and Gateway to the Beaches!

Stunning Home: DE Turf Complex 2 min away and Gateway to the Beaches!
Milford
9.0 out of 10, Wonderful, (8 reviews)
"Awesome property! Great price! Excellent communication!"
United States
Krista L.
The price is ￥31,297
￥50,546 total
includes taxes & fees
Sep 17 - Sep 18
Stunning Home: DE Turf Complex 2 min away and Gateway to the Beaches!

12. Waterfront studio w/ pool - shopping and beaches

Waterfront studio w/ pool - shopping and beaches
Lincoln
10.0 out of 10, Exceptional, (1 review)
"Location was great for our needs. Left feeling refreshed and happy. The decor is uplifting. Beds very comfortable. Thanks for the offering!"
United States
Paula R.
The price is ￥13,481
￥30,569 total
includes taxes & fees
Sep 22 - Sep 23
Waterfront studio w/ pool - shopping and beaches
A modern living space with a dining area, sofa, and kitchen.

13. Luxury 2 bedroom Apt. Near DE Turf & Beaches!

Luxury 2 bedroom Apt. Near DE Turf & Beaches!
Milford
10.0 out of 10, Exceptional, (1 review)
"This property was perfect for our family while at a lacrosse tournament. It was close to the field and very comfortable. Having two full bathrooms to get ready for the day was a treat! The property was clean and spacious. Also, the host was also extremely responsive. We will definitely return."
United States
Jill M.
The price is ￥11,604
￥52,032 total
includes taxes & fees
Sep 22 - Sep 23
Luxury 2 bedroom Apt. Near DE Turf & Beaches!
A swimming pool with a tiled edge, surrounded by potted plants and outdoor furniture.

14. Mini Aruba RV/Glamping Tent

Mini Aruba RV/Glamping Tent
Dover
10.0 out of 10, Exceptional, (6 reviews)
"My son and I had a great stay here for the weekend, camper was clean and had everything we needed and the family was happy to join us or let us have our privacy. All you could ask for and the backyard pool area is as good as it looks in the pictures. Would go back anytime we are in the area."
United States
Robert N.
The price is ￥24,821
￥39,900 total
includes taxes & fees
Sep 23 - Sep 24
Mini Aruba RV/Glamping Tent
A two-story house with a front porch, a driveway, and a landscaped garden with various plants and a small tree.

15. EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
Georgetown
9.8 out of 10, Exceptional, (62 reviews)
"We stayed at this property for 6 nights, everything was exactly like the pictures and very clean. We were just far enough to many shopping areas and grocery stores. It was very quiet and peaceful. Ed and Cindy are amazing hosts, we will be returning next year!"
United States
Haileigh
The price is ￥13,962
￥31,655 total
includes taxes & fees
Sep 17 - Sep 18
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
A modern kitchen with a large island, bar stools, and pendant lighting.

16. Spacious 5 Bedroom w/Pool, Patio and Theater

Spacious 5 Bedroom w/Pool, Patio and Theater
Magnolia
9.4 out of 10, Exceptional, (11 reviews)
"The host was very accommodating and the house was excellent and served our needs perfectly."
United States
John K.
The price is ￥63,631
￥131,804 total
includes taxes & fees
Sep 20 - Sep 21
Spacious 5 Bedroom w/Pool, Patio and Theater

17. Tiny house w/ Pool on water near Beaches / turf

Tiny house w/ Pool on water near Beaches / turf
Lincoln
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful tiny home with lavish pool in a quiet neighborhood. Loved the area, the home, and amenities provided. Although, we did not receive the code to unlock the door at check in time and host did not answer our text for about 40 minutes. Thankfully the housecleaner was there to let us in! Still a great stay. "
United States
Jessica W.
The price is ￥12,726
￥29,666 total
includes taxes & fees
Sep 29 - Sep 30
Tiny house w/ Pool on water near Beaches / turf
A spacious living area with a wooden dining table, a sofa, and a chair. There are pendant lights, a ceiling fan, and large windows.

18. Pets Welcome! Modern Cottage + Screened-In Deck, Steps from the Beach

Pets Welcome! Modern Cottage + Screened-In Deck, Steps from the Beach
Milford
10.0 out of 10, Exceptional, (4 reviews)
"We enjoyed our stay and perfect for our vacation."
United States
Melissa G.
The price is ￥33,012
￥83,054 total
includes taxes & fees
Oct 4 - Oct 5
Pets Welcome! Modern Cottage + Screened-In Deck, Steps from the Beach
A bedroom with a bed, a ceiling fan, a large mirror, and a door.

19. Walk to Bowers Beach! Peaceful Coastal Retreat

Walk to Bowers Beach! Peaceful Coastal Retreat
Frederica
The price is ￥53,525
￥116,882 total
includes taxes & fees
Sep 17 - Sep 18
Walk to Bowers Beach! Peaceful Coastal Retreat
A beach with a wooden fence and sand dunes.

20. Escape to our spacious & serene 3-bedroom home with stunning bay views.

Escape to our spacious & serene 3-bedroom home with stunning bay views.
Milford
9.6 out of 10, Exceptional, (24 reviews)
"We had a great time! Very short walk to the beach. Good communication with the owner. Pet-friendly. Would love to stay here again! "
United States
Dannah D.
The price is ￥34,706
￥73,443 total
includes taxes & fees
Sep 22 - Sep 23
Escape to our spacious & serene 3-bedroom home with stunning bay views.
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

Days Inn & Suites by Wyndham Seaford

Days Inn & Suites by Wyndham Seaford

8/10 Good
"hfhjnbchbejncwjdcqhhfbvevhbjefb"
Ronald 1-night trip
Posted 1 hour ago
Days Inn & Suites by Wyndham Seaford

Find out more about Greenwood

Search for holiday rentals in Greenwood on Expedia! You can easily find your home rentals, villas, holiday apartments in Greenwood using one of the methods below:

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Look no further and take a look at our great range of rental properties in Greenwood!

Frequently asked questions

Can I find a vacation rental in Greenwood?

Yes, there are vacation rentals near popular local attractions in Greenwood, or you can choose a secluded option if you'd like a relaxing place to stay. Greenwood is known for its restaurants and sporting events. Make sure you have time to check out the shopping and beaches during your trip.

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

Gorgeous pano views, Beach Front Access and hot tub! Your peaceful escape! : Visitors like this Greenwood vacation home rental. It is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub.

What can I see and do in Greenwood?

Explore the area and family-friendly sights such as Delaware State Fairgrounds, or get out into nature at a spot like DE Turf Sports Complex. Harrington Raceway and Casino and Killens Pond State Park are a couple of places you'll find in the larger area.

What are vacation rentals like in Greenwood?

Vacation rentals are private accommodations you can stay in for a few days or a quick weekend in Greenwood. Vacation rentals offer extras like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for a small group gathering.