Vacation rentals in Greenwood

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Greenwood

Guests agree: these stays are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Top guest favorite
Four colorful tiny cottage suites are aligned under a blue sky with fluffy clouds. Each suite features distinct pastel-colored exteriors with round windows and front doors in various hues, complemented by modern railings and landscaping that enhances the welcoming vibe.
Tiny home in Lower Township
5 out of 5 average rating, 253 reviews

Hot Tub | Mini Golf | Arcade | Gym — Coastal Quad

Welcome to The Coastal Quad, New Jersey’s first pocket resort! You will be booking a stay in one of four luxurious, 1BR tiny cottage suites, so each visit is a new adventure! You will enjoy your own private hot tub, fire pit, grill, fenced-in yard, and access to a shared rooftop mini golf course, retro arcade, full gym with sauna, office, laundry facility and more. Located just steps from a quiet bay beach and a short drive to Cape May and Wildwood, this is the most exciting resort at the shore!

Top guest favorite
A bright living area features a yellow sofa and an oversized ottoman, set against a backdrop of large glass doors overlooking the river. Natural light floods the space, highlighting the modern design and comfortable furnishings. A dining table is also visible, along with a seating area by the window.
Home in Preston
4.93 out of 5 average rating, 120 reviews

River House on the Choptank

Welcome to the River House! Stay in our renovated home on the Choptank River of MD's Eastern Shore, with your own low-tide beach and magnificent sunsets. We offer a peaceful location and thoughtful detail, creating a memorable getaway for a relaxing weekend or remote work location. Enjoy a day on the river with our paddle board or 2 kayaks, and end the day around the firepit. In cool weather, cozy up next to the fireplace. Also, visit nearby towns--St. Michaels, Easton, Oxford, and Chestertown.

Top guest favorite
Home in Georgetown
5 out of 5 average rating, 96 reviews

1.5 miles from Sports at the Beach!

1.5 miles from Sports at the Beach and Sandhill Fields. Beautiful 2-story colonial home, (SORRY, NO KITCHEN ACCESS) No shared space with host! 3 bedrooms, each w/queen bed, 2 bathrooms (primary has a sm bathroom and Roku TV). 2 living rooms, one w/TV and Roku. Private entrance, self check-in, private space and plenty of parking. Hotel like amenities, great for a family. Several local restaurants. 30 min from Delaware Turf. 20-30 min from the Outlets and DE beaches, 45 min from Ocean City, MD.

Top guest favorite
The exterior of a two-story wooden structure is presented, featuring a staircase leading to a covered balcony. The building is surrounded by trees displaying fall foliage, creating a serene outdoor atmosphere. A gravel area is noted at the base, with a vibrant red and white camper positioned nearby.
Apartment in Greenwood
4.97 out of 5 average rating, 673 reviews

Beach Highway Hobby Farm

We are a hobby farm with pygmy goats and free-range hens located along Beach Highway near Greenwood, Delaware, in the heart of the Mennonite Community (not to be confused with the Amish). We are centrally located in southern Delaware with many attractions within easy driving distance: Rehoboth Beach (35 minutes) Delaware State Fairgrounds (10 minutes) Dover Downs/Firefly (30 minutes) Ocean City, MD (50 minutes) Cape May/Lewes Ferry Terminal (30 minutes) DE Turf Sports Complex (20 minutes)

Top guest favorite
Guest suite in Lincoln
4.93 out of 5 average rating, 212 reviews

Guest Suite with Private Entrance

My wife Justine and I are pleased to host this guest suite with private secure entrance and private bathroom. We do live in the main part of the house full time so you may hear us rattling around from time to time and coming and going or working in the yard but most of our time is spent at the opposite end of the house. The room is completely private and inaccessible from the main house. The screened in porch is shared with the main house. We do not currently have WiFi access in the Airbnb.

Top guest favorite
A cabin nestled among tall trees presents a rustic appearance. A flowering garden features pink blooms and lush greenery, complementing a wooden fence. The cabin's dark exterior contrasts with the vibrant natural surroundings, creating a serene atmosphere.
Cabin in Greenwood
4.98 out of 5 average rating, 44 reviews

Mast Cabin

Enjoy a peaceful stay in our cabin set in the edge of the woods. The cabin is 100 feet from our house, and has its own gravel driveway along the woods. We are located in a rural area on 8 acres, 30 miles from DE beaches. Absolutely no marijuana use anywhere on the property, and no smoking in the cabin. When requesting to book, please include a message telling us who is coming (max 2 guests) and the purpose for your travel plans. Requests without this basic info won’t be approved.

Top guest favorite
The living area features large sliding doors that open to a porch with stunning bay views during sunset. A neutral-colored couch and a cozy chair create a welcoming space. A wooden dining table complements the serene atmosphere, illuminated by the warm glow from the setting sun.
Townhouse in Ocean City
4.97 out of 5 average rating, 518 reviews

Edgewater Escape - Luxury Bayfront Loft with Porch

You've never seen waterfront like this. Welcome to Edgewater Escape, a luxury bayfront loft apartment that hangs entirely over the bay on 7th street in downtown Ocean City. Sit on the bay front porch or hang out inside and watch boats, dolphin, birds, and sometimes even seals swim by within feet of the porch. The loft has a roomy king sized bed and the downstairs couch pulls out into a comfy queen bed. Recently renovated, it comes fully equipped for your big trip or quiet staycation :)

Top guest favorite
A coastal house is positioned on stilts along a serene beach. The sky displays hues of pink and purple at sunset, reflecting the peaceful atmosphere. Sand stretches along the shore, meeting the calm waters, while neighboring homes create a sense of community.
Home in Milford
5 out of 5 average rating, 49 reviews

Peaceful off the beaten path on the Delaware Bay

Take a break and unwind at this peaceful oasis. Lovely off the beaten path bay house. Enjoy nature. Bird watch if you are lucky you may see dolphins. bring your fishing pole or kayak. this beach is not good for swimming. Rehoboth beach is about 45 minutes away De turf Spots Complex about 15 minutes away. only 1 dog Preferably under 30 lbs but we'll make exceptions. You may also see black sand depending on what the tide is doing. cold weather discounts in place on calendar.

Top guest favorite
A comfortable seating area is presented with a dark sofa featuring cushions. A small coffee table sits on a patterned area rug, while large windows allow natural light to illuminate the space. The kitchen area is visible in the background, with modern appliances.
Guesthouse in Greenwood
5 out of 5 average rating, 31 reviews

Guest Suite, Private Entrance

One bedroom guest suite w/ private coded entrance. The space is complete with full kitchen stocked with the essentials, including microwave and Keurig coffee maker. Queen size bed in bedroom w/ extra pillows and blankets. Sofa queen size pull out bed complete w/linens. 12 miles to DE Turf, 7 miles to First State BMX, 26 miles to Lewes, 29 miles to Rehoboth, 27 miles to Dover Downs, 16 miles to Dogfish Brewery. Our home is attached and we are happy to answer any questions.

Top guest favorite
A single-story home is set amidst a lush, green lawn, surrounded by trees and natural vegetation. The exterior features a light-colored facade with a welcoming front entry and flower beds to the sides, enhancing the serene atmosphere of the wooded location.
Home in Greensboro
4.97 out of 5 average rating, 135 reviews

Cozy 2 bedroom home on wooded private lane

Take it easy at this unique and tranquil getaway. Located on a quiet country lane this 2-bedroom home offers comfort and privacy on a wooded lot. Plenty of parking. Enjoy all that the Eastern Shore has to offer from this central location convenient to Easton, Dover, Chestertown, Rehoboth, Denton and Ocean City. Beautiful views from front and back porches, full kitchen, two full baths. Great getaway for 1 or 2 couples. Pets allowed with prior permission and additional deposit.

Top guest favorite
A stand-alone house is depicted, featuring a white exterior and a two-car garage. A spacious front yard with green grass is visible, complemented by trees and shrubs. The home has a welcoming porch with white railings, all set against a backdrop of a clear blue sky.
Home in Felton
5 out of 5 average rating, 75 reviews

The Savannah

Nestled among the beautiful farmland of central Delaware, the Savannah offers a spacious home in a peaceful setting. The new, well-appointed house offers plenty of room for the whole family. With both an upstairs porch and a back patio with screened-in porch, the views are panoramic and serene. Centrally located, this comfortable and roomy home is only a short drive to many nearby activities. However, with the wide open spaces and fresh country air, you may not want to leave!

Guest favorite
Home in Bridgeville
5 out of 5 average rating, 14 reviews

Helen's Homestead

Welcome to Helen’s Homestead, a beautifully rebuilt farmhouse in Bridgeville, Delaware. With 5 bedrooms, 3 bathrooms, and space for up to 12 guests, it’s the perfect setting for family getaways, group retreats, or intimate celebrations. Enjoy relaxing on the patio, or spend time outdoors on our new putting green, perfect for a little friendly competition. Whether you’re planning a quiet escape or hosting a small gathering, Helen’s Homestead offers warmth, space, and charm.

Popular amenities for Greenwood vacation rentals

  1. Airbnb
  2. United States
  3. Delaware
  4. Sussex County
  5. Greenwood