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Compare 65 Vacation Homes in Chestnut Hill with updated reviews, rates, and availability.

Waters Edge

10.0 out of 10, Exceptional, (111)
"Beautiful home. We all had plenty of room, 12 total. Very clean. Accurate to pictures on site. Very easy check in, and Brian was very helpful showing us the house. We all loved our stay. The sunrise and sunsets were gorgeous over the lake view. "
Waters Edge

Cozy home with fenced in yard-Pet Friendly . 2 block walk to historic downtown!

9.6 out of 10, Exceptional, (55)
"Porch is filled with cobwebs. Steps inside need a lot of improvement. Inside was very clean, if dated. However I was pleased with the updated shower, refrigerator, kitchen. No tv made the down time lonely. Netflix did not work, nor did dvd player. For me I needed a much more closer bathroom on the second floor. Getting up 3 times a night to use bathroom & navigating those poorly constructed stairs was scary. I did not want to stay in the single bed right by front door. SUZANNE was very...
Cozy home with fenced in yard-Pet Friendly . 2 block walk to historic downtown!

Lovely colonial-style home with pool access, firepit & large yard - dog-friendly

9.2 out of 10, Wonderful, (44)
"The stay was good. The guest bedroom mattress was not to comfortable and the pool was closed but everything was fine."
Lovely colonial-style home with pool access, firepit & large yard - dog-friendly

Waterfront Oasis w/ Private Dock, 3BR/2BA

9.8 out of 10, Exceptional, (26)
"The house is spacious (more than the photos may lead you to believe), with numerous gathering centers inside and out. My guests enjoyed the dock at sunset and the fire pit by the water. The patio under the house had a charcoal grill and ample space for tables and chairs. Though our weekend had perfect weather, the covered patio made the place "weatherproof" had it rained. There is tons of parking, and a beautiful view over the water. The Host was readily available via VRBO messaging, Usually...
Waterfront Oasis w/ Private Dock, 3BR/2BA

Amazing Waterfront Home on the Bush River

10.0 out of 10, Exceptional, (18)
"Wonderful place to stay!"
Amazing Waterfront Home on the Bush River

LAKE HOUSE, Waterfront Retreat, Eagles, Sunsets on Susquehanna with DOCK

10.0 out of 10, Exceptional, (218)
"The lake house was perfect for two couples here for a wedding. Brian was fabulous. We loved the view and the trains. Thank you so much. "
LAKE HOUSE, Waterfront Retreat, Eagles, Sunsets on Susquehanna with DOCK

Spacious Pequea Retreat w/ Dock & Hot Tub!

9.4 out of 10, Exceptional, (23)
"We had a great time celebrating my wife's 60th birthday. Perfect setting to relax."
Spacious Pequea Retreat w/ Dock & Hot Tub!

Top of the Chesapeake - Minutes from Historic Charlestown

9.8 out of 10, Exceptional, (135)
"we had a short stay but wished it was longer, the views from the house and peacefulness of the location were incredible"
The price is AED 1,319
AED 2,379 total
includes taxes & fees
25 Nov - 26 Nov
Top of the Chesapeake - Minutes from Historic Charlestown

Beautiful Colonial Style Home in Nottingham PA

9.8 out of 10, Exceptional, (6)
"Loved the preserved historic quality of the property. So tastefully furnished and lovely. Nice and quiet neighborhood. The exposed beams certainly let you know when someone was in the room over your head but so worth it for the character."
Beautiful Colonial Style Home in Nottingham PA

Historic Ox Bow House c.1800 "The Cabin at Muddy Creek"

10.0 out of 10, Exceptional, (100)
"House was great, directions were clear and host provided excellent info, property was absolutely beautiful."
Historic Ox Bow House c.1800 "The Cabin at Muddy Creek"

This house is a 3 bedroom(s), 1.5 bathrooms, located in Port Deposit, MD.

9.6 out of 10, Exceptional, (4)
"Needed a place for myself, wife, daughter and 80 year old mother. Tons of space and my mom loved the historic theme."
The price is AED 386
AED 1,118 total
includes taxes & fees
4 Dec - 5 Dec
This house is a 3 bedroom(s), 1.5 bathrooms, located in Port Deposit, MD.

Place to Stay In Airville

9.4 out of 10, Exceptional, (3)
"Location of house was everything I expected and more exterior of home was cute!"
Place to Stay In Airville

A working horse farm in Southern Lanc Co., nestled in Amish country.

2.0 star property
10.0 out of 10, Exceptional, (2)
"Beautiful place , peaceful, just a breathe of fresh air . They were great and responsive "
A working horse farm in Southern Lanc Co., nestled in Amish country.

A Spacious Haven For Ultimate Comfort 3 Bedroom Home by RedAwning

3.0 star property
A Spacious Haven For Ultimate Comfort 3 Bedroom Home by RedAwning

River Haven with Hot Tub | 4 Bed, 3.5 Bath

9.8 out of 10, Exceptional, (22)
"Very secluded and a great house for a family reunion."
River Haven with Hot Tub | 4 Bed, 3.5 Bath

LAKE HOUSE SOUTH Waterfront Retreat with DOCKAGE on Susquehanna River & HOT TUB

9.8 out of 10, Exceptional, (260)
"Karen and Brian really, really care about their guests. They are very courteous, prompt and accommodating. So far, we've stayed there 3 times, and we will be staying at The Lake House every year, guaranteed! God Bless Karen, Brian, and Pequea, PA!"
LAKE HOUSE SOUTH Waterfront Retreat with DOCKAGE on Susquehanna River & HOT TUB

8-bedroom vacation home 28 minutes from Johns Hopkins University

10.0 out of 10, Exceptional, (12)
"A group of us had a great long-weekend visit! The house is absolutely beautiful. We had a group of 10, and the house could have easily accommodated twice as many. The property was spotless and very well maintained. Highly recommended!"
8-bedroom vacation home 28 minutes from Johns Hopkins University

Cozy and comfortable four bedroom home with all you need for a great stay

2.0 out of 10, (1)
"Dirty, inconvenience for people, appliances not working… furniture broke, late responses from owner"
The price is AED 1,062
AED 1,998 total
includes taxes & fees
24 Nov - 25 Nov
Cozy and comfortable four bedroom home with all you need for a great stay

Waterfront house with amazing views. Top of the Chesapeake

10.0 out of 10, Exceptional, (94)
"Cute, up-to-date house, peaceful location, beautiful views. Well supplied kitchen, including sharp knives! Excellent communication with owner – prompt and helpful. Fast internet. Could use more bathroom surface areas; a few more hooks to hang clothes and towels; and an additional umbrella or two outside for shade. My mom, sister, and I thoroughly enjoyed our stay."
Waterfront house with amazing views. Top of the Chesapeake

Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay

9.8 out of 10, Exceptional, (40)
"Very quaint and cute cottage really enjoyed sleeping on the porch , The sound of the waves because it was windy was so soothing. I felt We were on a sailboat."
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay
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 Chestnut Hill

Waters Edge

10.0 out of 10, Exceptional, (111)
"Beautiful home. We all had plenty of room, 12 total. Very clean. Accurate to pictures on site. Very easy check in, and Brian was very helpful showing us the house. We all loved our stay. The sunrise and sunsets were gorgeous over the lake view. "
Waters Edge

LAKE HOUSE, Waterfront Retreat, Eagles, Sunsets on Susquehanna with DOCK

10.0 out of 10, Exceptional, (218)
"The lake house was perfect for two couples here for a wedding. Brian was fabulous. We loved the view and the trains. Thank you so much. "
LAKE HOUSE, Waterfront Retreat, Eagles, Sunsets on Susquehanna with DOCK

Charming cottage overlooking pond and meadows

10.0 out of 10, Exceptional, (50)
"The house was clean and cozy. The coffee cake that was left for us to enjoy was delicious. Would definitely recommend this place."
Charming cottage overlooking pond and meadows
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.