Greenwood Vacation Rentals

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Vacation Rentals in Greenwood

3 bedroom Family Friendly condo - Last Minute August Openings

9.8 out of 10, Exceptional, (157)
"We loved the condo. It was very comfortable, clean and quiet. It had everything we needed, and was spacious. We would stay here again. The host was good at communicating."
3 bedroom Family Friendly condo - Last Minute August Openings

Pet Friendly Broadkill Beach retreat—where coastal living, natural beauty, and relaxation come together in perfect harmony!

Pet Friendly Broadkill Beach retreat—where coastal living, natural beauty, and relaxation come together in perfect harmony!

✨Pet Friendly✨Walk to the beach from this coastal cottage on Broadkill!

10.0 out of 10, Exceptional, (100)
"Dawn's Cottage was perfect!! We were looking for a quiet beach neighborhood between Frederica and Rehobeth and it absolutely fit the bill. One road in and out and nestled between some marsh and the ocean, everything was clean and neat, the space was roomy and had all the amenities we needed, and communication was just about instantaneous. Would absolutely recommend to anyone looking for the same. "
✨Pet Friendly✨Walk to the beach from this coastal cottage on Broadkill!

Rustic Cottage at Broadkill Beach

9.8 out of 10, Exceptional, (66)
"This was the perfect place for my husband and I to stay for a very relaxing week - it was just what we needed!"
Rustic Cottage at Broadkill Beach

Stunning, light-filled beachfront sanctuary with full views of Delaware Bay.

9.6 out of 10, Exceptional, (25)
"Beautiful home for a weekend away with friends. Loved the views from the rooftop deck. Would definitely stay here again!"
Stunning, light-filled beachfront sanctuary with full views of Delaware Bay.

Cozy Beach Front Cottage Pet Friendly w/no pet fees

10.0 out of 10, Exceptional, (25)
"This cottage was perfect for my family of 5 plus dog. The neighborhood is quiet and we enjoyed the long weekend escape! "
Cozy Beach Front Cottage Pet Friendly w/no pet fees

Captain's Quarters

9.8 out of 10, Exceptional, (96)
"We had a great weekend stay for a tournament. Thank you!"
Captain's Quarters

17059 S Brandt Street Unit 3201

17059 S Brandt Street Unit 3201

Charming bungalow w water views in Bowers Beach AC WiFi Dover Downs AFB DE Turf

9.4 out of 10, Exceptional, (3)
"Adorable cottage. Excellent location. We will definitely rent again. "
Charming bungalow w water views in Bowers Beach AC WiFi Dover Downs AFB DE Turf

Bayfront Pet Friendly Home with amazing water views in a peaceful setting.

9.4 out of 10, Exceptional, (3)
"This is a perfect house for a Rehoboth shopping trip getaway with friends, and family. Everything was put together perfectly, and it so quiet, with beautiful views! You are even close enough for a quick day trip to OC MD."
Bayfront Pet Friendly Home with amazing water views in a peaceful setting.

Beachfront Sunrise - Waterfront house w/ bay and refuge views Sleeps 6-8 people

10.0 out of 10, Exceptional, (170)
"What a lovely house with beautiful panoramic windows and views of the bay and beach! The house was well-maintained and well-equipped for guests, with plenty of space for this family of four dog. (We loved the doggie designated towels.) The hosts were responsive and accommodating; their TLC for the house is apparent and appreciated. If given the opportunity, we will definitely come back. "
Beachfront Sunrise - Waterfront house w/ bay and refuge views Sleeps 6-8 people

GORGEOUS, RECENTLY RENOVATED, WATERFRONT COTTAGE

10.0 out of 10, Exceptional, (123)
"Our 3rd time staying at the cottage & it was wonderful. Can’t wait to come back :)"
GORGEOUS, RECENTLY RENOVATED, WATERFRONT COTTAGE

Cozy home w/ amazing sunsets minutes to DE/MD Beaches: Come enjoy! 4 BR 3 BATH

9.4 out of 10, Exceptional, (13)
"Exactly as described and nicer than the pictures, and the pictures were amazing. "
The price is CA $654
CA $930 total
includes taxes & fees
Aug 20 - Aug 21
Cozy home w/ amazing sunsets minutes to DE/MD Beaches: Come enjoy! 4 BR 3 BATH

Bayfront Cottage with Spectacular Views

10.0 out of 10, Exceptional, (457)
"Well stocked house with everything you need for an amazing vacation."
Bayfront Cottage with Spectacular Views

Newly renovated brand new listing - Just Steps from the Beach in Broadkill!

9.0 out of 10, Wonderful, (2)
"Perfect getaway! House is gorgeously furnished and has everything you need to stay & relax. Our family had a great time! House is very clean and modern. We felt very comfortable here. Host was responsive, respectful and very easy to communicate with. We had a wonderful time and will definitely stay here again. "
Newly renovated brand new listing - Just Steps from the Beach in Broadkill!

Village of Five Points condo with pool, gym, and tennis access

8.0 out of 10, Very good, (5)
"Property is well kept, clean and has everything needed for relaxing getaway. It's located conveniently from shopping, restaurants, downtown and Beech."
Village of Five Points condo with pool, gym, and tennis access

Charming 3-bedroom, 2 bath-room house with WiFi and AC in Lewes.

Charming 3-bedroom, 2 bath-room house with WiFi and AC in Lewes.

Welcome to COASTAL SERENITY - Your Ultimate Beachfront Escape!

2.0 star property
10.0 out of 10, Exceptional, (6)
Welcome to COASTAL SERENITY - Your Ultimate Beachfront Escape!

Tranquil Beach Cottage directly across from beach access-Pets & Children Welcome

9.6 out of 10, Exceptional, (117)
"Once again a great stay in this house in it's central location. It's had a few upgrades since we last stayed which has made the kitchen even better."
Tranquil Beach Cottage directly across from beach access-Pets & Children Welcome

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

9.8 out of 10, Exceptional, (41)
"The place was very clean, nice and cozy. Excellent communication with the host."
The price is CA $196
CA $351 total
includes taxes & fees
Sep 2 - Sep 3
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
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

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?

Welcome to COASTAL SERENITY - Your Ultimate Beachfront Escape!: Visitors like this Greenwood vacation home rental. It is located on the beach and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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 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.