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
24 Jul - 26 Jul
In two months
4 Sep - 6 Sep
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Greenwood vacation rentals

Outdoor dining

Beach House with Stargazing Dome Near Broadkill Beach, Delaware

Beach House with Stargazing Dome Near Broadkill Beach, Delaware
Milton
The price is AED 4,264
AED 5,509 total
includes taxes & fees
31 Jul - 1 Aug
Beach House with Stargazing Dome Near Broadkill Beach, Delaware
Pool

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.
The price is AED 786
AED 1,170 total
includes taxes & fees
9 Aug - 10 Aug
Mini Aruba RV/Glamping Tent
Fridge, microwave, oven, stovetop

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.
The price is AED 1,194
AED 1,839 total
includes taxes & fees
12 Jul - 13 Jul
Come stay at our beautiful 3 bedroom home located in rural Milford De.
TV

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.
The price is AED 1,010
AED 1,860 total
includes taxes & fees
15 Jul - 16 Jul
Lewes Beach town Condo on 1st Floor!
Property grounds

Turnbridge Manor

Turnbridge Manor
Denton
9.8 out of 10, Exceptional, (14 reviews)
"Really nice place and you can walk to everything.Will stay again!"
United States
Glenn S.
The price is AED 1,322
AED 2,239 total
includes taxes & fees
13 Jul - 14 Jul
Turnbridge Manor
Interior

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)
"Great property close to everything!"
United States
Jessica M.
The price is AED 1,561
AED 2,590 total
includes taxes & fees
22 Jul - 23 Jul
Cozy, clean townhome. East Rte 1. Near historic Lewes, trails, 5 mins from beach
Exterior

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

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
The price is AED 643
AED 1,112 total
includes taxes & fees
27 Jul - 28 Jul
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
Interior

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.
The price is AED 899
AED 1,487 total
includes taxes & fees
15 Jul - 16 Jul
Tiny Bay House on Delaware Bay / 2 min walk to the beach / Sleeps 5
Beach nearby

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)
"Very clean nice home"
United States
Gary P.
The price is AED 1,355
AED 2,349 total
includes taxes & fees
9 Aug - 10 Aug
Renovated & Spacious Retreat on East Rt 1 – Pool, Bike Trails, Rehoboth Parking!
Outdoor dining

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
The price is AED 595
AED 1,011 total
includes taxes & fees
13 Jul - 14 Jul
Poe Themed Home Close to Beaches and DE Turf
Terrace/patio

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 AED 588
AED 1,014 total
includes taxes & fees
9 Aug - 10 Aug
Cozy Cabin Getaway at Gum Branch Acres – Perfect for a Quiet Escape
Beach nearby

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.
The price is AED 1,469
AED 2,523 total
includes taxes & fees
31 Jul - 1 Aug
Escape to our spacious & serene 3-bedroom home with stunning bay views.
Interior

Spacious Condo•Pond Views•Centrally located

Spacious Condo•Pond Views•Centrally located
Plantations East
9.8 out of 10, Exceptional, (34 reviews)
"Stayed at this VRBO before. Great location. Pet friendly. "
United States
Betty L.
The price is AED 573
AED 1,399 total
includes taxes & fees
6 Aug - 7 Aug
Spacious Condo•Pond Views•Centrally located
1 bedroom, desk, iron/ironing board, WiFi

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.
Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!
Terrace/patio

Mid-Century Milton w/Heated Pool

Mid-Century Milton w/Heated Pool
Milton
The price is AED 2,204
AED 3,373 total
includes taxes & fees
17 Jul - 18 Jul
Mid-Century Milton w/Heated Pool
Terrace/patio

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
The price is AED 1,172
AED 1,393 total
includes taxes & fees
26 Jul - 27 Jul
3-bedroom house with a pool, 8 miles to beaches. Quick trip to local attractions
Pool

The Little house W/ Pool & Spa

The Little house W/ Pool & Spa
Lincoln
9.6 out of 10, Exceptional, (5 reviews)
"The host was very welcoming. The house was very nice."
United States
Lisa H.
The Little house W/ Pool & Spa
Pool

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 AED 1,052
AED 1,826 total
includes taxes & fees
24 Jul - 25 Jul
New 3‑BR Ranch by DE Turf & Beaches
Interior

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.
The price is AED 5,510
AED 7,296 total
includes taxes & fees
9 Aug - 10 Aug
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.
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Top Greenwood Hotel Reviews

Home2 Suites by Hilton Lewes Rehoboth Beach

Home2 Suites by Hilton Lewes Rehoboth Beach

10/10 Excellent
"Very clean staff is amazing!"
Nicole L 2-night trip
Posted less than an hour ago
Home2 Suites by Hilton Lewes Rehoboth Beach

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.