A swamp with tall trees and water reflecting the greenery.

Greenwood Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

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

Our top choices for Greenwood vacation rentals

Beach House with Stargazing Dome Near Broadkill Beach, Delaware

Beach House with Stargazing Dome Near Broadkill Beach, Delaware
Milton
$1,326 nightly
The price is $1,500
Jul 31 - Aug 1
Total with taxes and fees
Beach House with Stargazing Dome Near Broadkill Beach, Delaware

Mini Aruba RV/Glamping Tent

Mini Aruba RV/Glamping Tent
Dover
10.0 out of 10, Exceptional, (6 reviews)
"My husband and I stayed for two nights. The oasis makes you feel like you’re vacationing in the Caribbean. The camper is clean and comfortable for two people. Everything was perfect and cannot wait to return!"
United States
Marleen M.
$277 nightly
The price is $285
Jul 21 - Jul 22
Total with taxes and fees
Mini Aruba RV/Glamping Tent

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, (4 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.
$486 nightly
The price is $501
Jul 14 - Jul 15
Total with taxes and fees
Come stay at our beautiful 3 bedroom home located in rural Milford De.

Lewes Beach town Condo on 1st Floor!

Lewes Beach town Condo on 1st Floor!
Villages of Five Points
10.0 out of 10, Exceptional, (23 reviews)
"We had a great stay. The place was prefect! "
United States
Lisa S.
$487 nightly
The price is $499
Jul 15 - Jul 16
Total with taxes and fees
Lewes Beach town Condo on 1st Floor!

Turnbridge Manor

Turnbridge Manor
Denton
9.8 out of 10, Exceptional, (15 reviews)
"Really nice place and you can walk to everything.Will stay again!"
United States
Glenn S.
$575 nightly
The price is $610
Jul 14 - Jul 15
Total with taxes and fees
Turnbridge Manor

Cozy, clean townhome. East Rte 1. Near historic Lewes, trails, 5 mins from beach

Cozy, clean townhome. East Rte 1. Near historic Lewes, trails, 5 mins from beach
Lewes
10.0 out of 10, Exceptional, (102 reviews)
$680 nightly
The price is $699
Jul 22 - Jul 23
Total with taxes and fees
Cozy, clean townhome. East Rte 1. Near historic Lewes, trails, 5 mins from beach

1BR condo, 1st floor. FREE kayaks and bikes. Huge deck with ocean views.

1BR condo, 1st floor. FREE kayaks and bikes. Huge deck with ocean views.
Milton
9.8 out of 10, Exceptional, (10 reviews)
"Porch wonderful, Hostess was quick to respond and helpful. House clean and adequately stocked. I would stay again."
United States
patricia G.
$600 nightly
The price is $616
Aug 7 - Aug 8
Total with taxes and fees
1BR condo, 1st floor. FREE kayaks and bikes. Huge deck with ocean views.

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, (51 reviews)
"The place was extremely nice but the could not sleep on that bed again. Sinks way down like you are in two hammocks with a big lump in the middle. May work for some people but we couldn’t sleep. Other than that extremely nice and very well stocked. Good location to sports on the Beach complex for tournaments."
United States
Walter
$278 nightly
The price is $285
Jul 29 - Jul 30
Total with taxes and fees
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

Tiny Bay House on Delaware Bay / 2 min walk to the beach / Sleeps 5

Tiny Bay House on Delaware Bay / 2 min walk to the beach / Sleeps 5
Kitts Hummock
10.0 out of 10, Exceptional, (1 review)
"Our time here was an attraction in itself. There were so many small details. I won't mention all of them as I don't want to spoil the surprise but one of our favorites was a telescope pointed towards an ocean piling where birds frequently perch. The house felt interactive and playful. There were snacks and beverage options (including tea, coffee, water, and even other surprises) available. Very clean. One consideration is the stairscase. I would advise caution for those with mobility issues (bad...
United States
Alex L.
$390 nightly
The price is $401
Jul 26 - Jul 27
Total with taxes and fees
Tiny Bay House on Delaware Bay / 2 min walk to the beach / Sleeps 5

Renovated & Spacious Retreat on East Rt 1 – Pool, Bike Trails, Rehoboth Parking!

Renovated & Spacious Retreat on East Rt 1 – Pool, Bike Trails, Rehoboth Parking!
Lewes
9.8 out of 10, Exceptional, (37 reviews)
"We enjoyed the property and amenities. Thank you!"
United States
Heather H.
$589 nightly
The price is $605
Aug 9 - Aug 10
Total with taxes and fees
Renovated & Spacious Retreat on East Rt 1 – Pool, Bike Trails, Rehoboth Parking!

Poe Themed Home Close to Beaches and DE Turf

Poe Themed Home Close to Beaches and DE Turf
Milford
9.0 out of 10, Wonderful, (12 reviews)
"Loved the Poe themed quirky charm. Convenient parking. We were attending a soccer tournament and it was a super easy 11 minute drive to DE Turf. We love old houses and it felt like our previous home in New Orleans. Cat was very responsive after an initial problem with the Vrbo app. Would stay again!"
United States
John
$268 nightly
The price is $275
Jul 14 - Jul 15
Total with taxes and fees
Poe Themed Home Close to Beaches and DE Turf

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.
$251 nightly
The price is $257
Jul 26 - Jul 27
Total with taxes and fees
Cozy Cabin Getaway at Gum Branch Acres – Perfect for a Quiet Escape

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
9.8 out of 10, Exceptional, (22 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.
$592 nightly
The price is $607
Aug 10 - Aug 11
Total with taxes and fees
Escape to our spacious & serene 3-bedroom home with stunning bay views.

Spacious Condo•Pond Views•Centrally located

Spacious Condo•Pond Views•Centrally located
Plantations East
9.8 out of 10, Exceptional, (35 reviews)
"Stayed at this VRBO before. Great location. Pet friendly. "
United States
Betty L.
$374 nightly
The price is $381
Aug 6 - Aug 7
Total with taxes and fees
Spacious Condo•Pond Views•Centrally located

Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!
Frederica
10.0 out of 10, Exceptional, (21 reviews)
"Super cute and clean place, the host was very responsive to my questions. "
United States
Gosha R.
$210 nightly
The price is $214
Jul 16 - Jul 17
Total with taxes and fees
Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

Mid-Century Milton w/Heated Pool

Mid-Century Milton w/Heated Pool
Milton
$865 nightly
The price is $885
Jul 17 - Jul 18
Total with taxes and fees
Mid-Century Milton w/Heated Pool

3-bedroom house with a pool, 8 miles to beaches. Quick trip to local attractions

3-bedroom house with a pool, 8 miles to beaches. Quick trip to local attractions
Harbeson
$365 nightly
The price is $379
Jul 26 - Jul 27
Total with taxes and fees
3-bedroom house with a pool, 8 miles to beaches. Quick trip to local attractions

The Little house W/ Pool & Spa

The Little house W/ Pool & Spa
Lincoln
9.6 out of 10, Exceptional, (5 reviews)
$460 nightly
The price is $490
Jul 19 - Jul 20
Total with taxes and fees
The Little house W/ Pool & Spa

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.
$532 nightly
The price is $567
Aug 10 - Aug 11
Total with taxes and fees
New 3‑BR Ranch by DE Turf & Beaches

Sandcastle ON the surf- Breathtaking Views, gear, SUP, kayak, bikes, Peleton

Sandcastle ON the surf- Breathtaking Views, gear, SUP, kayak, bikes, Peleton
Milton
9.8 out of 10, Exceptional, (100 reviews)
"Clean house. Great views. Great location. Plenty of space for everyone"
United States
deborah b.
$1,911 nightly
The price is $1,979
Aug 9 - Aug 10
Total with taxes and fees
Sandcastle ON the surf- Breathtaking Views, gear, SUP, kayak, bikes, Peleton
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

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 $285 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.

Explore a world of travel with Expedia

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?

Pets Friendly, Waterfront, Large backyard, Bonfire with grill, outside shower: You might want to consider this vacation home rental near Greenwood, which is located on the beach and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

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 Abbott's Mill Nature Center. 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.