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Vacation rentals in Greensboro

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Top-rated vacation rentals in Greensboro

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Tiny homes 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!

Nov. 9 – 16

$131 CAD per night

Guest favourite

Farm stay in Madison

4.98 out of 5 average rating, 162 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.

Mar. 7 – 14

$183 CAD per night

Guest favourite

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. 10 – 17

$149 CAD per night

Guest favourite

Apartment in Greenwood

4.97 out of 5 average rating, 478 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)

Sep. 17 – 24

$113 CAD per night

Guest favourite

Guesthouse in Annapolis

4.9 out of 5 average rating, 206 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.

Jan. 10 – 17

$166 CAD per night

Guest favourite

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.

Nov. 24 – Dec. 1

$172 CAD per night

Guest favourite

Loft in Lusby

5.0 out of 5 average rating, 311 reviews

Coastal Treetop Retreat w/ Private Beach Access

Come experience our tucked-away loft 5 minutes from beaches, 10 minutes to Solomons, and Calvert Cliffs. Private garage apartment with 17 stairs. Our open-concept space, has a bedroom area, bathroom, workspace, & kitchen (convection oven, induction stove, microwave, refrigerator, and Keurig). Enjoy quick Wi-Fi, a 40" Smart TV, a cozy queen bed, and comfy lounge chairs. Bring S'mores fixings to roast over the fire and wrap yourself in a blanket. Choose to stay in or adventure out.

Jan. 30 – Feb. 6

$192 CAD per night

Guest favourite

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!

Sep. 21 – 28

$98 CAD per night

Guest favourite

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.

Oct. 1 – 8

$213 CAD per night

Guest favourite

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.

Jan. 25 – 30

$217 CAD per night

Guest favourite

Apartment in Milton

4.96 out of 5 average rating, 132 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.

Oct. 6 – 13

$173 CAD per night

Guest favourite

Tiny homes in Cambridge

4.99 out of 5 average rating, 156 reviews

Blackwater Refuge House on The Farm, water access

The Little House on The Farm is located on a beautiful family farm in rural Dorchester County! Located just 1.5 miles from the Blackwater Wildlife Refuge and Harriet Tubman National Park, This space is quaint,yet provides all the basics for a cozy welcoming getaway! Bring your bikes and cycle to the refuge and kayak in the Blackwater River. Kitchen is fully stocked for cooking. Coffee, tea and basic condiments and all linens and towels are provided.

Aug. 21 – 28

$161 CAD per night

Vacation rentals for every style

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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

Guest favourite

Guest suite in Dover

4.92 out of 5 average rating, 137 reviews

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

May 5 – 12

$105 CAD per night

Guest favourite

Guesthouse in White Marsh

4.97 out of 5 average rating, 140 reviews

Bird River Bottega - A Waterfront Oasis!

Oct. 7 – 14

$151 CAD per night

Guest favourite

Home in Annapolis

4.96 out of 5 average rating, 109 reviews

Historic Downtown in-law suite

Apr. 15 – 22

$196 CAD per night

Guest favourite

Home in Greensboro

4.96 out of 5 average rating, 46 reviews

Cozy 2 bedroom home on wooded private lane

Dec. 4 – 11

$185 CAD per night

Guest favourite

Apartment in Kent County

4.89 out of 5 average rating, 76 reviews

The Country Cottage

Mar. 23 – 30

$147 CAD per night

Guest favourite

Guesthouse in Wye Mills

4.94 out of 5 average rating, 16 reviews

Adorable Lake Front 1BR Cottage-fully furnished!

Nov. 21 – 28

$146 CAD per night

Guest favourite

Bungalow in Queen Anne

4.94 out of 5 average rating, 52 reviews

Private bungalow with fire pit near Easton, Denton

Jun. 28 – Jul. 5

$258 CAD per night

Guest favourite

Apartment in Dover

4.88 out of 5 average rating, 88 reviews

Cozy apartment in a quiet Amish country setting

Nov. 26 – Dec. 3

$139 CAD per night

Destinations to explore