Holiday Rentals in Greenwood

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Holiday Rentals in Greenwood

Backroad Getaway -Brand New 3-bedroom retreat near Sports at the Beach & DE Turf
9.8 out of 10, Exceptional, (28)
"Great place to stay with a family. Very nicely decorated and clean. "
United States
Meg E.
Backroad Getaway -Brand New 3-bedroom retreat near Sports at the Beach & DE Turf
Captain's Quarters
9.8 out of 10, Exceptional, (101)
"This house is a really nice hidden gem in a hidden gem town. The house is equipped with all that you need to have a great time on vacation. Bikes, beach chairs, corn hole, kids sand toys, well stocked kitchen. This place is a gem!"
United States
Walter H.
Captain's Quarters
Cozy cottage on the Miller farm.
10.0 out of 10, Exceptional, (236)
"Awesome place. "
United States
Michael D.
Cozy cottage on the Miller farm.
3BR/4BA Beach Front Property with Spectacular Water Views from Every Room!
10.0 out of 10, Exceptional, (113)
"We enjoyed our stay. The house is in a good location to visit other beaches and there are lots of places to visit near by. Golf, shopping and fun places to eat."
United States
Carolyn H.
3BR/4BA Beach Front Property with Spectacular Water Views from Every Room!
Cool Little Cottage Minutes forFrom Beaches, Shopping and Dining
10.0 out of 10, Exceptional, (142)
"We really enjoyed our stay at this cozy cottage! It was such a cute place that had everything we needed for our stay. We really enjoyed the fire pit in the backyard too. The location was close to downtown with shopping and restaurants and just a short drive to the beaches and boardwalk. We look forward to staying here again! "
United States
Dana W.
Cool Little Cottage Minutes forFrom Beaches, Shopping and Dining
Piper's Paradise - Beachfront, Views, Sonos, Sauna, Tesla charger, Arcade
10.0 out of 10, Exceptional, (44)
"The house was lovely. The multiple decks were amazing to enjoy. The kitchen was well equipped. We really enjoyed less crowds on the beach and the serenity of the area. "
United States
Heather D.
Piper's Paradise - Beachfront, Views, Sonos, Sauna, Tesla charger, Arcade
♦︎ Waterfront ♦︎ Pet Friendly ♦︎ Broadkill Beach ♦︎
9.8 out of 10, Exceptional, (196)
"What a beautiful beach house! Exactly what I was looking for when booking. Quiet, private beach escape."
United States
Tina S.
♦︎ Waterfront ♦︎ Pet Friendly ♦︎ Broadkill Beach ♦︎
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
9.8 out of 10, Exceptional, (47)
"Great location, peaceful, clean, quaint & accommodating hosts"
United States
Michelle T.
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
Pets Friendly, Waterfront, Large backyard, Bonfire with grill, outside shower
10.0 out of 10, Exceptional, (12)
"The host was very friendly and responsive. We love taking our puppy to her first trip to the beach!"
United States
Mary-Liz E.
The price is €290
includes taxes & fees
6 Nov - 7 Nov
Pets Friendly, Waterfront, Large backyard, Bonfire with grill, outside shower
Grandma's Cottage Milford Delaware
10.0 out of 10, Exceptional, (109)
"Thank you! We will see you next year! "
United States
LeeAnne A.
Grandma's Cottage Milford Delaware
Bayfront Cottage with Spectacular Views
10.0 out of 10, Exceptional, (468)
"Amazing stay! The home was beautiful, cozy, and extremely well stocked. Beautiful and peaceful location. We felt very much at home. We would love to come back for another visit!"
United States
Patricia P.
Bayfront Cottage with Spectacular Views
Beach House at Broadkill- Sleeps 13, Dog Friendly
9.4 out of 10, Exceptional, (6)
"Karen and Kaylyn were wonderful hosts!! The rental was perfect for our family, plenty of space to spread out!! The rental was very clean, stocked and at a perfect location! Will definitely rent from them again!!"
United States
Angie B.
Beach House at Broadkill- Sleeps 13, Dog Friendly
Delaware Beachfront Private Getaway on the Bay
9.8 out of 10, Exceptional, (193)
"My dog and I had a great time here. The beach is right in the backyard, and we didn't bump into any other people. The home is one of the cleanest rentals I've ever stayed in, and Suzy was very communicative. Would definitely come back again!"
United States
Cat S.
The price is €508
includes taxes & fees
6 Nov - 7 Nov
Delaware Beachfront Private Getaway on the Bay
3+ Night Rentals Allowed - Large Pet Friendly Home with Fenced-In Back Yard
8.8 out of 10, Excellent, (28)
"Property was spacious, clean, and secure. Neighborhood was private and friendly. The short walk to the beach was nice. It was great that we were able to bring our large dog. Overall a pleasant experience. "
United States
Sophie H.
3+ Night Rentals Allowed - Large Pet Friendly Home with Fenced-In Back Yard
Waterfront studio w/ pool - shopping and beaches
2.0 star property
Waterfront studio w/ pool - shopping and beaches
Newly renovated beach house! Just Steps from the Beach in Broadkill!
9.6 out of 10, Exceptional, (5)
"The house was clean and neat. Decorated nice.Had everything we needed for a relaxing stay. The beach was great. Not overly crowded like so many. Check in was easy and the host responded quickly."
United States
Cathy S.
Newly renovated beach house! Just Steps from the Beach in Broadkill!
Historic home, great yard & Walk to Dogfish Head Brewery!
9.8 out of 10, Exceptional, (6)
"We had a great experience! It was clean, cozy, and had easy access to a number of locations. Will book again!"
United States
Jeffrey
The price is €183
includes taxes & fees
10 Nov - 11 Nov
Historic home, great yard & Walk to Dogfish Head Brewery!
Beachfront Sunrise - Waterfront house w/ bay and refuge views Sleeps 6-8 people
10.0 out of 10, Exceptional, (179)
"Our 5 members truly enjoyed the privacy of the beach and the large picture windows to gaze on the beach when it was too hot to be in the sun. The lower level was perfect for one of our members and for coming in and out from the beach. We appreciated two showers and toilets. The horseshoe crabs were a bit much at first, but we just got accustomed to them. We had a very relaxing, enjoyable week."
United States
Kearns S.
Beachfront Sunrise - Waterfront house w/ bay and refuge views Sleeps 6-8 people
Charming 2-bedroom bungalow with WiFi, AC in delightful Milton
10.0 out of 10, Exceptional, (5)
"This was the cutest cottage. It has everything I needed and then some. The host thought of everything to make the stay comfortable."
United States
Audrey
Charming 2-bedroom bungalow with WiFi, AC in delightful Milton
12 Mi to Dtwn Lewes & Beach: Delaware Home w/ Deck
3.0 star property
10.0 out of 10, Exceptional, (1)
"Was great for are trip host was great when needed help "
United States
Alex
12 Mi to Dtwn Lewes & Beach: Delaware Home w/ Deck
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

Find out more about Greenwood

Everything you need to know about Greenwood holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Greenwood holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Greenwood holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Greenwood holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Greenwood holiday rentals we have selected for you start as low as €183 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Greenwood rentals

At Expedia, we put the best Greenwood holiday 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 holiday.

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 a holiday rental in Greenwood?

Yes, there are holiday rentals close to the most popular sights in Greenwood, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Greenwood has to offer?

Bayfront Cottage with Spectacular Views: This holiday home rental outside of Greenwood is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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 Delaware Technical Community College Georgetown Campus are a couple of places you'll find in the wider area.

What are holiday rentals like in Greenwood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Greenwood. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for a small group gathering.