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Holiday rentals in Greenwood

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Top-rated holiday rentals in Greenwood

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Tiny home in Cambridge

4.89 out of 5 average rating, 502 reviews

Blackwater Tiny Cabin on Snakehead Creek

The Solar Powered Tiny Cabin is located on a farmette 5 min away from Blackwater Refuge! It is an affordable and unique way to visit and enjoy all that Cambridge and Blackwater Refuge have to offer! Staying the cabin will make your visit even more memorable!The Tiny Cabin is now located 50 steps away from Pitcher Dam Creek which leads to the Little Blackwater! Kayaks on site! Bring your fishing rod to catch popular Snakeheads! 15 minute drive to Route 50, downtown Cambridge, shopping and dining!

Guest favourite

Flat in Greenwood

4.97 out of 5 average rating, 483 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)

Guest favourite

Flat in Magnolia

4.95 out of 5 average rating, 120 reviews

Perfect Rental for Dover Attractions & BayBeaches

15 minutes from Dover Nearby casinos, beaches, and the racetrack. Bowers and Slaughter beaches are about 10-15 mins from us, whereas, the major beaches like Rehoboth, Lewes and Dewey are 45mins to an hour from us. We are 5 mins from Highway 1 and located 15 mins from DE Sports Complex 10 mins from Highway 13 (Dupont Ave) Near the mall, casino, racetrack, shopping, and many restaurants. Killens Pond State Park is a 10 min drive. Harrington Casino the Del. State Fair is 15 mins from us.

Guest favourite

Flat in Frederica

4.97 out of 5 average rating, 260 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!

Guest favourite

Guest house in Easton

4.99 out of 5 average rating, 547 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.

Guest favourite

Home in Milton

4.79 out of 5 average rating, 198 reviews

Country living near beach/Dogfish Head/Dewey Beer

Vacation at the beaches but stay in the country! TWO large bedrooms and full bath with everything you need. 10 minutes from Lewes beach, Cape Henlopen State Park and the Tanger Outlets. 20 minutes to Rehoboth Beach and only about 5 minutes to Dogfish Brewery in Milton. 1 mile from the new Dewey Beer Brewery, the Lewes/Georgetown bike trail. Bring your bike and ride into Lewes! 5 minutes to Sports at the Beach! July 5th is open even though it says it isn’t! Message me about it!

Guest favourite

Flat in Dover

4.89 out of 5 average rating, 222 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

Guest favourite

Home in Milford

4.99 out of 5 average rating, 112 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.

Guest favourite

Flat in Milton

4.96 out of 5 average rating, 133 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.

Guest favourite

Home in Georgetown

4.85 out of 5 average rating, 110 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.

Home in Milford

4.81 out of 5 average rating, 157 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.

Guest favourite

Guest house in Milton

4.97 out of 5 average rating, 149 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!

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Popular amenities for Greenwood holiday rentals

Free parking on premises

Air conditioning

Stay near Greenwood's top sights

Cafe Tamburelli3 locals recommend

Amity Coffee3 locals recommend

Wilderlove3 locals recommend

Other great holiday rentals in Greenwood

Guest favourite

Guest house in Rehoboth Beach

4.83 out of 5 average rating, 266 reviews

The Winkler

Guest favourite

Home in Greensboro

4.96 out of 5 average rating, 49 reviews

Cozy 2 bedroom home on wooded private lane

Guest favourite

Guest suite in Greenwood

4.86 out of 5 average rating, 99 reviews

Romantic Hideaway- jacuzzi, beach day!

Guest favourite

Tiny home in Lincoln

5.0 out of 5 average rating, 8 reviews

Wild Nest Tiny House In Woods

Guest favourite

Flat in Ellendale

4.95 out of 5 average rating, 57 reviews

Near Beaches and outlets.

Flat in Milford

4.89 out of 5 average rating, 93 reviews

Luxury 2 bedroom Apt. Near DE Turf & Beaches!

Guest favourite

Guest suite in Milford

4.93 out of 5 average rating, 45 reviews

Luxury apt near DE turf, beaches & hospitals

Guest favourite

Flat in Frederica

4.99 out of 5 average rating, 93 reviews

Entire 1-Bedroom apt. - Private entrance in home

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