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Compare 69 Vacation Homes in Greensboro with updated reviews, rates, and availability.

Pet-Friendly Home on Chester River w/ Dock!

2.0 star property
9.6 out of 10, Exceptional, (4)
"An absolute stunning view from the four season enclosed porch. This beautiful home is well equiped and a perfect location for Fall and Winter hunting trips near Chestertown/Kennedyville. Plenty of rooms/bathrooms/beds. Highly recommend!!!"
Pet-Friendly Home on Chester River w/ Dock!

Guest suite in the woods with private entry

10.0 out of 10, Exceptional, (38)
"Rather than staying at a noisy hotel, we opted to go with the VRBO while at a lax tourney at the DE turf. The house is located in a quiet area. We ventured into surrounding towns for local restaurants and shopping. (It does take 12-15 min to get anywhere). The accommodations were comfortable and my daughter and I had our own sleeping areas. "
Guest suite in the woods with private entry

Stylish Home on the Choptank River (with Tidal Beach)

10.0 out of 10, Exceptional, (31)
"A beautiful and serene setting mapping the contours of nature, tranquility & relaxation. Steven is an exceptional host."
Stylish Home on the Choptank River (with Tidal Beach)

Waterfront family resort Lodge with private pier, game room and bar

9.8 out of 10, Exceptional, (25)
"We had a great time. Place was unique and good for group get together. "
Waterfront family resort Lodge with private pier, game room and bar

Gorgeous Creek Side Ranch-Style Estate With Dock

9.8 out of 10, Exceptional, (6)
"We were in town for a family wedding and throughly enjoyed our stay at this beautiful house. The property is gorgeous and the house has everything you need to make your stay enjoyable. We will definitely be back when visiting family in the area. "
Gorgeous Creek Side Ranch-Style Estate With Dock

Modern Country Home with Pool and Game Room

9.2 out of 10, Wonderful, (5)
"Awesome place ! We had some family visit us there and everyone loved the place too. The toilet paper holder in the half bath needs to be reattached to the wall. Also … I noticed the drain pipe closest to the hot tub is separated at the top. "
Modern Country Home with Pool and Game Room

Grasonville Home w/ Private Pool on the Water

9.8 out of 10, Exceptional, (20)
"We started an annual tradition to rent this house with friends. Love the property, beautiful views and great location. Making great memories that will last a lifetime. Thank you for allowing us to use your beautiful home! :)"
Grasonville Home w/ Private Pool on the Water

Private Yard: Pet-Friendly Home in Dover

10.0 out of 10, Exceptional, (12)
"Quiet location, clean and big. "
Private Yard: Pet-Friendly Home in Dover

Cozy House, in the Historic Bowers Beach. Pet Friendly and Quiet.

10.0 out of 10, Exceptional, (3)
"A nice place to stay with everything we needed to cook an early Thanksgiving dinner for our family living from Felton. Grand kids loved the game room and the neighbors are friendly and quiet.The beach is really nice to walk off season and the full moon rising over the bay was beautiful Joseph made sure we had everything we needed and checked to make sure we were happy with the stay."
The price is SAR 956
SAR 1,127 total
includes taxes & fees
9 Mar - 10 Mar
Cozy House, in the Historic Bowers Beach. Pet Friendly and Quiet.

Right in the center of everywhere in Dover

8.0 out of 10, Very Good, (3)
"Everything was nice enough space for everyone to sleep comfortably."
Right in the center of everywhere in Dover

Quiet beach escape. Close to DE TURF fields.<br>TAX FREE SHOPPING!

9.6 out of 10, Exceptional, (26)
"Was perfect for our needs. "
Quiet beach escape. Close to DE TURF fields.<br>TAX FREE SHOPPING!

Cozy 2BR Home near Idlewild Park

10.0 out of 10, Exceptional, (3)
"The apartment was perfect. Spotless, well maintained and equipped. The owners had coffee, fruit bowl and goodies waiting.I would highly recommend this charming and centrally located rental, it’s very likely we would stay here again.Thanks Lynda and Ron."
Cozy 2BR Home near Idlewild Park

Lovely Home in Chestertown Which Sleeps 7 - Free EV Charging for guest

10.0 out of 10, Exceptional, (9)
"Very friendly and helpful host and a great property. "
Lovely Home in Chestertown Which Sleeps 7 - Free EV Charging for guest

Circa 1900 Home in the Heart of Historic Downtown Chestertown

10.0 out of 10, Exceptional, (66)
"This is the cutest place! Super clean and equipped to the max, everything we could possibly need was provided. The beds/linens are extremely comfortable. And our hostess was quick to respond to a problem with the heat. Highly recommend!"
Circa 1900 Home in the Heart of Historic Downtown Chestertown

Modern Family Retreat – Roomy, Chic, and Close to DE Turf, Casino & the Beaches!

The price is SAR 1,125
SAR 1,438 total
includes taxes & fees
31 Mar - 1 Apr
Modern Family Retreat – Roomy, Chic, and Close to DE Turf, Casino & the Beaches!

Minutes from Downtown Easton and St. Michaels | Pool | 1st Floor Bedroom | Pet F

10.0 out of 10, Exceptional, (2)
"Were cozy in the fabulous kitchen family room area.A fire would have been nice!"
Minutes from Downtown Easton and St. Michaels | Pool | 1st Floor Bedroom | Pet F

Backroad Getaway -Brand New 3-bedroom retreat near Sports at the Beach & DE Turf

9.6 out of 10, Exceptional, (5)
"The owners made sure the driveway was shoveled and left us a seashell!"
Backroad Getaway -Brand New 3-bedroom retreat near Sports at the Beach & DE Turf

Waterfront Retreat with a New in ground pool! The Eastern Shore at it's best!

9.8 out of 10, Exceptional, (9)
"Our stay was amazing. The house is beautiful. The views and peaceful location were completely used. We had many fun game nights and dinners around the table, the kitchen easily provided many happy meals. The gas grill, the fire pit were easy to use. The kayaks were a lot of fun. Sitting on the dock enjoying the peaceful quiet mornings was rejuvenating. The pool chairs and umbrellas were really nice. A ping pong table in the garage was a ton of fun too. The extra fridge/freezer was handy and the...
Waterfront Retreat with a New in ground pool! The Eastern Shore at it's best!

Private Peaceful Waterfront House with Pool & Hot Tub

8.0 out of 10, Very Good, (4)
"The home was nice - great to fit our group of 12, good room for sitting and dining and sleeping, and a nice open layout with the kitchen opening up to the living room. The host also was quite communicative. Overall, this was a good stay.Cons:The biggest offense lacking was that there were no real kitchen knives (one utensil mostly resembled a knife) which made preparing a meal for 12 quite difficult. There also was not shampoo/conditioner/body wash provided in the bathrooms.The hot tub also...
Private Peaceful Waterfront House with Pool & Hot Tub

River Front, Private Single Family Home

10.0 out of 10, Exceptional, (10)
"Beautiful and it was located close to my daughter and her family. It is close to shopping both food and outlets. The morning view of the water was so relaxing and beautiful while having a cup of coffee. There was plenty of room for 4 adults and two kids. I will definitely stay here again. "
River Front, Private Single Family Home
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Greensboro

Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*

10.0 out of 10, Exceptional, (55)
"The family had a lovely time. The home was beautiful and the landscape surrounding the home was magnificent. "
Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*

Guest Lodge | Private Pool | Outdoor Dining | Game Room

Guest Lodge | Private Pool | Outdoor Dining | Game Room

Backroad Getaway -Brand New 3-bedroom retreat near Sports at the Beach & DE Turf

9.6 out of 10, Exceptional, (5)
"The owners made sure the driveway was shoveled and left us a seashell!"
Backroad Getaway -Brand New 3-bedroom retreat near Sports at the Beach & DE Turf
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.