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Compare 67 Vacation Homes in Greensboro with updated reviews, rates, and availability.

Pet-Friendly Home on Chester River w/ Dock!
Chestertown Vacation Rental | 4BR | 4.5BA | 6 Steps Required | 3,232 Sq Ft

Pet-Friendly Home on Chester River w/ Dock!

2.0 star property
9.0 out of 10, Wonderful, (2)
"no kettle no cutting board"
Pet-Friendly Home on Chester River w/ Dock!
Backroad Getaway - Newly Built 3-bedroom retreat in Greenwood with WiFi
Exterior

Backroad Getaway - Newly Built 3-bedroom retreat in Greenwood with WiFi

10.0 out of 10, Exceptional, (1)
"We stayed at the property for a hunting weekend. The house was great, and the owners made sure you had everything you needed. If available will definitely rent again."
The price is AED 514
AED 797 total
includes taxes & fees
6 Jan - 7 January 2025
Backroad Getaway - Newly Built 3-bedroom retreat in Greenwood with WiFi
Waterfront family resort Lodge with private pier, game room and bar
The Twin Ponds Lodge sits on over 7 acres of private waterfront property.

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

9.8 out of 10, Exceptional, (23)
"The property was excellent for a large group. We was there for a Sailing Regatta on the lake in front of the house. The perfect house for groups."
Waterfront family resort Lodge with private pier, game room and bar
Cozy House, in the Historic Bowers Beach. Pet Friendly and Quiet.
Exterior

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 AED 937
AED 1,065 total
includes taxes & fees
16 Jan - 17 January 2025
Cozy House, in the Historic Bowers Beach. Pet Friendly and Quiet.
Guest suite in the woods with private entry
Living area

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
Lovely Home in Chestertown Which Sleeps 7 - Free EV Charging for guest
Master bedroom.. King-size bed and en-suite bathroom.

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
Game room

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
Waterfront oasis, tranquil masterpiece for relaxing and recreating beautifully
Pool

Waterfront oasis, tranquil masterpiece for relaxing and recreating beautifully

10.0 out of 10, Exceptional, (5)
"The house and property were wonderful. Right on the river with all you need. Fantastic stay, great communication, would love to return again!"
Waterfront oasis, tranquil masterpiece for relaxing and recreating beautifully
Adorable two-bedroom retreat close to Easton, Denton, Centreville
Outdoor dining

Adorable two-bedroom retreat close to Easton, Denton, Centreville

10.0 out of 10, Exceptional, (16)
"Beautiful property with lots of thoughtful details. "
Adorable two-bedroom retreat close to Easton, Denton, Centreville
River Front, Private Single Family Home
Marina

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
Cozy 2BR Home near Idlewild Park
Living area

Cozy 2BR Home near Idlewild Park

10.0 out of 10, Exceptional, (2)
"This property was in a great location for attending the Waterfowl festival. The host thought about each detail and our stay was more than comfortable. "
Cozy 2BR Home near Idlewild Park
Riverfront Denton Estate on 7 Acres w/ Fire Pit!
Denton Vacation Rental | 5BR | 3.5BA | 4,496 Sq Ft | 4 Steps Required

Riverfront Denton Estate on 7 Acres w/ Fire Pit!

2.0 star property
10.0 out of 10, Exceptional, (3)
"This large property - inside and outside - was perfect for our family get together. We were a total of 7 adults, 3 children and an infant and there were plenty of bedrooms, bathrooms, dining room space and other areas to hang out in. The pool and fire pit were great for kids and adults, and some of the family enjoyed kayaking. The property adjoining the Choptank River was private and peaceful. The property manager - Julie - went above and beyond to provide us what we needed for a great...
Riverfront Denton Estate on 7 Acres w/ Fire Pit!
4 bdrm, 3 bath, 2,700 sqft house on 1 acre with chickens and fenced in back yard
Living area

4 bdrm, 3 bath, 2,700 sqft house on 1 acre with chickens and fenced in back yard

2.0 star property
10.0 out of 10, Exceptional, (1)
"Kyle was very responsive and a great host! This house is set up to accommodate a large group, but has space for privacy as well. Close to restaurants and shopping, but fully stocked kitchen and linens. Would recommend staying here!! Loved the chickens!!"
4 bdrm, 3 bath, 2,700 sqft house on 1 acre with chickens and fenced in back yard
350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock
Pool

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
Pool

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

10.0 out of 10, Exceptional, (2)
"This was the most peaceful and perfect property. I felt like I was on vacation and able to relax! We would definitely return if we are in the area again."
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
Exterior

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!
Pool

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.
Large deck off the back of the house with lots of seating, beautiful views.

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.
Grasonville Home w/ Private Pool on the Water
Grasonville Vacation Rental | 3BR | 2BA | Stairs Required for Access

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
Home away from home
Room

Home away from home

7.6 out of 10, Good, (5)
"Nice place to stay for quick weekend. Close to everything."
Home away from 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

Waterfront family resort Lodge with private pier, game room and bar
The Twin Ponds Lodge sits on over 7 acres of private waterfront property.

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

9.8 out of 10, Exceptional, (23)
"The property was excellent for a large group. We was there for a Sailing Regatta on the lake in front of the house. The perfect house for groups."
Waterfront family resort Lodge with private pier, game room and bar
Guest suite in the woods with private entry
Living area

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
Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!
Room

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!
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.