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Vacation rentals in Greensboro

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Top-rated vacation rentals in Greensboro

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

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Tiny home in Cambridge

4.89 out of 5 average rating, 496 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!

Jul 6 – 13

R1,675 ZAR per night

Farm stay in Madison

4.98 out of 5 average rating, 163 reviews

Madison Nature Getaway

We're on 106 acres minutes away from Cambridge, Blackwater NWR, Harriet Tubman URR State Park and two public boat ramps for access to Chesapeake Bay. Hike our trails and enjoy bird watching, wildlife photography and fishing on our award winning tree farm and relax by our pond. Bring your bikes, binoculars and kayaks and enjoy the surrounding area. We have a gas grill and a screened pavilion for our guests for parties and meals. FRIENDS OF BLACKWATER NWR MEMBERS & MILITARY RECEIVE A 10% DISCOUNT.

Jul 10 – 17

R2,377 ZAR per night

Guest suite in Dover

4.92 out of 5 average rating, 137 reviews

💖 Edi’s Suite *Privacy & Comfort Away From Home*

THIS IS A SMOKE-FREE PROPERTY w/ a Spacious apartment connected to my home. Large bedroom w/ queen sized bed, queen sized air mattress, living room, dinning nook, kitchenette & bathroom. Just off of the Rt. 1 exit, it's 5 miles from Dover Downs & DSU, 3 miles from Wesley College, minutes from Dover AFB, & 15 min (13.5 mi) via DE-1 S to DE Turf Sport Complex. Rehoboth Beach is 53 min (42.9 mi) via DE-1 S. Bethany Beach is 1 h 7 min (54.0 mi) via DE-1 S Dewey Beach is 53 min (43.2 mi) via DE-1 S

Jul 1 – 8

R1,583 ZAR per night

Apartment in Dover

4.9 out of 5 average rating, 156 reviews

Apartment A Woodbrook Cottage 5G WiFi

Beautifully cottage style décor apartment with bright and sunny windows. Newly remodeled rooms and bathroom Large kitchen and Living Room New queen bed with covered mattress 5G WiFi and Smart TV with Netflix Very clean and neat Front door has smart lock BBQ grill, fire pit and outside seating area No loud music and noises please due to adjacent apt. I do have a whole house listing Apartment has private entrance and back door and is separated from adjacent apt with locked door from both sides

Apr 20 – 27

R2,109 ZAR per night

Apartment in Greenwood

4.97 out of 5 average rating, 479 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)

Dec 13 – 20

R1,580 ZAR per night

Guest suite in Chestertown

4.99 out of 5 average rating, 131 reviews

Chestertown - Eastern Shore Getaway

"A little slice of Americana" (commented one of our guests) This century-old three-story home is in the beautiful historic district of Chestertown, which sits on the majestic, unspoiled Chester River, on Maryland's famous Eastern Shore. We are right across the street from Washington College and just blocks from the quaint ambiance of High Street. The commercial district is equally accessible, with banks, grocery and liquor stores, restaurants, and more, a few blocks up Washington Avenue.

Sep 30 – Oct 7

R2,615 ZAR per night

Guesthouse in Annapolis

4.9 out of 5 average rating, 207 reviews

Calico Cottage Guest House, king bed, free parking

Cute-as-a-bugs ear West Annapolis guest cottage just 1.5 miles from the Navy Stadium and less than 2 miles from Academy's Gate 8. Cottage features: high speed WiFi, EZ free parking, washer & dryer, kitchenette, air conditioning, self check-in and laptop friendly workspace. Park 10 feet from front door. Only 1 step to enter. No stairs to negotiate while carrying luggage! 15 min. walk to Weems Creek with scenic, serene waterviews and a few more minutes walk to popular Bean Rush Cafe.

Dec 10 – 17

R1,882 ZAR per night

Apartment in Magnolia

4.95 out of 5 average rating, 119 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.

Feb 8 – 15

R2,202 ZAR per night

Apartment in Frederica

4.97 out of 5 average rating, 258 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!

Apr 4 – 11

R1,698 ZAR per night

Guest suite in Chestertown

4.99 out of 5 average rating, 191 reviews

Beautiful Waterfront Chestertown Getaway

Lovely three room waterfront apartment/guest suite conveniently located minutes from historic Chestertown and Washington College. Beautiful water views, full kitchen, wooded lot, quiet neighborhood, bird watching, biking, running, kayaking. Friendly pets (comfortable with people and our medium rescue dog) are welcome. We donate 5% of proceeds to Kent Attainable Housing, the Animal Care Shelter of Kent County or ShoreRivers conservation—your choice. Make it your home away from home.

Sep 13 – 20

R2,683 ZAR per night

Guesthouse in Easton

4.99 out of 5 average rating, 545 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.

Mar 21 – 26

R2,763 ZAR per night

Guest suite in Tilghman Island

4.96 out of 5 average rating, 114 reviews

Black Walnut Cove Retreat, Tilghman Island

Our waterfront studio retreat is a birdwatchers paradise. Located on beautiful Black Walnut Cove at the southern tip of Tilghman Island, you will be in a quiet neighborhood surrounded by water. Enjoy a quiet walk or bike ride along the Chesapeake Bay shoreline. You will have access to our dock and small boat ramp. Crabbing and fishing are a delight. Please note: 1) There is a 3-nt. minimum on holiday weekends. 2) Children between the ages of 1 and 5 are not permitted

Dec 17 – 24

R2,340 ZAR per night

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Popular amenities for Greensboro vacation rentals

Free parking on premises

Air conditioning

Stay near Greensboro's top sights

La Delizia Pizza3 locals recommend

Tenchi Spanish American Kitchen3 locals recommend

Save A Lot3 locals recommend

Other great vacation rentals in Greensboro

Guesthouse in White Marsh

4.97 out of 5 average rating, 140 reviews

Bird River Bottega - A Waterfront Oasis!

Apr 20 – 27

R1,733 ZAR per night

Home in Greensboro

4.96 out of 5 average rating, 47 reviews

Cozy 2 bedroom home on wooded private lane

Mar 21 – 28

R2,469 ZAR per night

Apartment in Kent County

4.89 out of 5 average rating, 76 reviews

The Country Cottage

Feb 3 – 10

R1,884 ZAR per night

Guesthouse in Wye Mills

4.94 out of 5 average rating, 16 reviews

Adorable Lake Front 1BR Cottage-fully furnished!

Oct 15 – 22

R1,668 ZAR per night

Apartment in Dover

4.88 out of 5 average rating, 88 reviews

Cozy apartment in a quiet Amish country setting

Nov 26 – Dec 3

R1,775 ZAR per night

Home in Denton

4.9 out of 5 average rating, 77 reviews

Historic 19th Century Eastern Shore Farmhouse

Sep 24 – Oct 1

R4,036 ZAR per night

Apartment in Frederica

4.99 out of 5 average rating, 91 reviews

Entire 1-Bedroom apt. - Private entrance in home

Nov 27 – Dec 4

R2,309 ZAR per night

Home in Denton

4.95 out of 5 average rating, 75 reviews

Mallard Landing Townhouse

Feb 21 – 28

R8,327 ZAR per night

Destinations to explore