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.

0 of 0 items showing

1 of 3 pages

Guest favorite

Apartment in Lincoln

4.82 out of 5 average rating, 194 reviews

Waterfront apt. w/ pool - shopping and beaches!

Beautiful studio apartment located on Cedar creek, directly off of route one with Hot tub access.. 10 minutes from Delaware Turf and 15minutes from the beach area. apartment comfortably sleeps four people, you can squeeze six! Waterfront view from apartment. We live on the property and are happy to help with your entire stay! We are contractor and long term rental friendly :) we also welcome Families with children or pets :) WE ARE PET FRIENDLY READ RULES IN "THE SPACE SECTION" BEFORE BOOKING

May 8 – 15

$110 per night

Guest favorite

Apartment in Greenwood

4.97 out of 5 average rating, 477 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)

Nov 20 – 27

$72 per night

Guest favorite

Home in Milton

4.83 out of 5 average rating, 215 reviews

Glennie's Places Scenic town close to beaches

A small historic home in the city of Milton, De. Milton offers small town charm which is minutes away from the beaches. This home has recent upgrades, renovations and new central air/heating. Enjoy the sunshine off of the back deck while preparing your BBQ. Take in a short walk downtown Milton to the city park which is a few minutes from the house along the Broadkill River. Check out some of the gift shops, eateries, The Milton Theatre, or a tour of the world renown Dogfish Head Brewery.

Sep 23 – 30

$100 per night

Guest favorite

Apartment in Frederica

4.96 out of 5 average rating, 257 reviews

Smokefree Lakeside Relaxation

Quiet smoke free lakefront Carriage House studio over garage with separate entrance. Mini Fridge, microwave, dishes. Use of fire pits, canoe, SUP, dock. Lake is fishable and swimmable. Flatscreen HDTV with Premium Channels. WiFi to use with your own device or use my laptop in unit. 45 min from beach. 20 minutes to Dover. 4 parks with walking paths within 10 miles. Close to Dover Air Force Base but not in flight path. Well behaved social pets with responsible owners are welcome!

Oct 29 – Nov 5

$63 per night

Guest favorite

Guesthouse in Easton

4.99 out of 5 average rating, 543 reviews

Chill in The Crib! Easton, Maryland

Welcome to Maryland's Eastern Shore and your own private space in a converted corn crib, complete with the comforts of home. The space includes a vaulted ceiling, queen-sized Casper® mattress, quality linens, heat & AC, wireless Internet, a coffee counter, stocked bar fridge, full bath w/ shower (includes quality bath supplies), and a private entrance. Our space is permitted for two individuals (No children under 8 years of age.), and please limit your visit to one vehicle only.

Oct 15 – 20

$125 per night

Guest favorite

Apartment in Dover

4.89 out of 5 average rating, 218 reviews

Cozy Apartment B 5GWiFi SmartTV Netflix

Private newly remodeled apartment with Cottage Style decore. Large bathroom with tub. Double fully encased bed with fresh white linens Smart TVs with Hulu, Netflix and local channels. 5G WiFi and smart chargers on night stands Very clean and sanitized bathroom. Full outdoor grill and fire pit Back yard has a small container pond, bird bath and feeder note: The apartments are separated by a locked door on both sides in the front bedroom Each apartment has a separate entrance

Mar 28 – Apr 4

$86 per night

Guest favorite

Home in Greensboro

4.96 out of 5 average rating, 46 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.

Mar 17 – 24

$113 per night

Guest favorite

Home in Milford

4.99 out of 5 average rating, 109 reviews

Fully Renovated 1940s Cottage near everything!

Completely renovated in 2017, the home was originally built in 1946 by a returning WWII veteran who married the farmers daughter next door. The home features all new dual zone hvac, quartz countertops, marble thresholds, hand inlayed wood flooring, shiplap throughout, original crown molding, formal dining room featuring a handmaid 1800s barn-wood table, enclosed/screened in back porch, large smart TVs throughout, and a level 2 electric car charger is available by request.

Jan 7 – 14

$232 per night

Guest favorite

Apartment in Milton

4.96 out of 5 average rating, 131 reviews

Beachin' Inn Milton

Welcome to Beachin' Inn Milton! This cozy apartment located in the quaint, historical town of Milton, DE is the perfect getaway. Our apartment is light and airy with a beach theme. Enjoy the entire apartment to yourself with a keyless private entrance, full bath, washer/dryer, free Wifi and stocked assorted coffee pods. There is no stove/oven, however, we offer a microwave, toaster oven, Air Fryer and induction burner.There is private parking right out front.

May 17 – 24

$109 per night

Guest favorite

Home in Georgetown

4.85 out of 5 average rating, 106 reviews

Maplewood - Simply Comfortable, Dog Friendly

Have fun with the whole family at this stylish place in the center of it all. Near the beach, away from the crowds. Local attractions: Sandhill Fields - .5 miles Sports at the Beach - 1 mile Dogfish Head Brewery - 5 miles Lewes Beach -8 Cape May Lewes Ferry Terminal Cape Henlopen State Park Tanger Outlets - 12.4 miles - 13.9 miles And lots of other tax free shopping. Rehoboth Beach Boardwalk - 17.5 miles Dover Downs - 39.1 miles Many other attractions nearby.

Sep 16 – 23

$128 per night

Superhost

Home in Milford

4.81 out of 5 average rating, 156 reviews

Poe Themed Home Close to Beaches and DE Turf

Looking for a unique stay in Delaware? Check out our Edgar Allan Poe themed house. 3 bedrooms and 1 full bath in an historic house built in the late 1800’s. In the heart of beautiful downtown Milford, you’ll be able to walk to coffee shops, restaurants and the historic Riverwalk. **THERE IS NOT A FULL KITCHEN IN THIS UNIT, just a very basic kitchenette. There is a microwave, keurig coffee maker, refrigerator, and toaster oven available for your convenience.

Feb 18 – 25

$123 per night

Guest favorite

Guesthouse in Milton

4.97 out of 5 average rating, 148 reviews

The Book Nook - A Private Downtown Retreat

In the heart of downtown Milton, you will find a newly renovated guest cottage less than 10 miles to the beach! If you plan on staying local, simply park your car at the designated off-street parking space and travel by foot to the many shops, restaurants, and attractions offered in historic Milton. Whether you're walking the few short blocks to Dogfish Head Brewery or spending an evening at the theater, The Book Nook will serve as the perfect location!

May 15 – 22

$156 per night