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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
9.4 out of 10, Exceptional, (3)
"no kettle no cutting board"
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)
"We just finished a great three day stay at this property. The place was spotless and the location to the towns of the eastern shore was perfect. Wonderful to look out and see the river lazily roll by. The"
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, (24)
"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

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

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

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!

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

Circa 1900 Home in the Heart of Historic Downtown Chestertown

10.0 out of 10, Exceptional, (66)
"Great space. Cozy fireplace. Well appointed house. Perfect location, we walked everywhere."
Circa 1900 Home in the Heart of Historic Downtown Chestertown

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

10.0 out of 10, Exceptional, (8)
"This home had to have been the most perfect VRBO we have stayed in. The home was clean, comfortable, stocked with amenities that made the stay incredibly pleasant and in a fantastic location. We particularly enjoyed the built in speakers in the dining room. I would highly recommend this home for a visit to Chestertown. "
Lovely Home in Chestertown Which Sleeps 7 - Free EV Charging for guest

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

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

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 957
SAR 1,131 total
includes taxes & fees
28 Jan - 29 Jan
Cozy House, in the Historic Bowers Beach. Pet Friendly and Quiet.

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

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

The price is SAR 1,125
SAR 1,439 total
includes taxes & fees
27 Jan - 28 Jan
Modern Family Retreat – Roomy, Chic, and Close to DE Turf, Casino & the Beaches!

350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock

10.0 out of 10, Exceptional, (61)
"Great!"
350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock

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

Tiny House in the Woods, sleeps 3, full bath, linens provided, keurig & k cups

10.0 out of 10, Exceptional, (7)
" Wonderful quiet property with a fully equipped stay. AC, Lighting, bug prevention, kitchen amenities, and linens were huge positives. The water temp/controls were a tad confusing and variable, difficult to tell the cause. Another comfort note would be the ladder rungs to the upper bed - they were extremely difficult and uncomfortable to use. There isn't much room for a ladder, so the selected style is understandable, but for anyone looking for a quick and easy sleeping sleeping arrangement...
Tiny House in the Woods, sleeps 3, full bath, linens provided, keurig & k cups

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!

Lark's Nest on the Chester River. Spacious, waterfront home with private dock.

9.6 out of 10, Exceptional, (10)
"The Lark's Nest is in a nice location. The home decor is pleasant to the eyes and well-arranged. The host provided us with all the necessities (towels, cooking supplies, cleaning supplies, and toiletries). The cons were dirty ceiling fans, the sofa needed cleaning, and the outside lighting needed to be brightened. A mouse was found in the house. The host was apologetic, accommodated us financially, and sent out an exterminator to handle the rodent issue. Overall, the actual place was a good stay...
Lark's Nest on the Chester River. Spacious, waterfront home with private dock.
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

Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

10.0 out of 10, Exceptional, (9)
"Everything was absolutely perfect. Quick and easy communication with the host gave me tremendous peace of mind. He worked with me on whatever concerns or needs I had. Highly recommend "
Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

First Floor Studio Apartment in Historic Chestertown

9.6 out of 10, Exceptional, (78)
"Very clean, excellent communications,"
The price is SAR 368
SAR 592 total
includes taxes & fees
29 Jan - 30 Jan
First Floor Studio Apartment in Historic Chestertown

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
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.