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

Captivating Chesapeake experience

10.0 out of 10, Exceptional, (257)
"Such a hidden gem of a spot! Pictures were exactly like the house and the owners were super responsive!"
Captivating Chesapeake experience

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

10.0 out of 10, Exceptional, (221)
"My wife and I had a wonderful time the house was beautiful and the view of the water was incredible. We would definitely stay there again."
LAKE HOUSE, Waterfront Retreat, Eagles, Sunsets on Susquehanna with DOCK

Beautiful Colonial Style Home in Nottingham PA

9.6 out of 10, Exceptional, (9)
"Wonderful experience in a beautiful home. Could live there! Perfect for our entire family. Appreciate how well appointed it was with supplies, linens, etc. Could have used one more bathroom but it didn't cramp our style. Thanks to the host for a memorable vacation! "
Beautiful Colonial Style Home in Nottingham PA

Charming, spacious house with large outdoor area.

10.0 out of 10, Exceptional, (2)
"Me and my friends had a great stay at this house over the weekend. The house was clean and comfortable, I’d definitely stay here again!"
Charming, spacious house with large outdoor area.

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

9.8 out of 10, Exceptional, (266)
"Stayed here several times. Love it. "
LAKE HOUSE SOUTH Waterfront Retreat with DOCKAGE on Susquehanna River & HOT TUB

Family Friendly Home w/ Large 1 Acre Backyard & Decks

9.4 out of 10, Exceptional, (9)
"Rented house with our 2 grandkids 6 and 15 for Thanksgiving. They especially loved the yard and it’s an easy drive into Lancaster. Lots of space and great price per night. "
Family Friendly Home w/ Large 1 Acre Backyard & Decks

Baseball Lovers Paradise!

9.4 out of 10, Exceptional, (6)
"Difficult getting in touch with and not timely responses with host. The house was clean….but the bedspreads and throw pillows need washing. They smell and are very dirty. There were no wash clothes to shower with. The house was not dirty itself. Bathrooms, bedrooms, and kitchen were clean. The location was great for our needs and very close to Ripken. Directions and address to the location need to be better communicated. Overall, I would stay there again and we do travel there a lot. I would...
Baseball Lovers Paradise!

Waters Edge

10.0 out of 10, Exceptional, (122)
"My team and I were looking for a quite space to relax and unwind in the evenings durng a multi day training event with a top client in the area. Everyone was blown away at the beauty of the area, and all the amazing ammenities the house provided...including an amazing commercial grade kitchen for cooking meals each night, pleanty of rooms and privacy for our group of 6, and an awesome host who made sure we had everythig we needed...including a walk through at check in and updates about local...
Waters Edge

Spacious Pequea Retreat w/ Dock & Hot Tub!

9.6 out of 10, Exceptional, (26)
"Great time, house was fully equipped, relaxing & comfortable, plenty of space, beautiful view"
Spacious Pequea Retreat w/ Dock & Hot Tub!

River Haven with Hot Tub | 4 Bed, 3.5 Bath

9.8 out of 10, Exceptional, (24)
"This was by far the best Property we have ever stayed at. We were in town for a cheer competition with 6 moms and 7 daughters. The upstairs room had beds for every girl plus some! The house was extremely clean and the host literally though about EVERYTHING. From local menus, to games for all ages and even to-go containers in the kitchen! (which we always forget!) It was so comfortable and enjoyable, no one wanted to leave!"
River Haven with Hot Tub | 4 Bed, 3.5 Bath

* Stunning New Bungalow Perfect for Everyone *

9.8 out of 10, Exceptional, (95)
"The property is as seen on the website. The place was neat and tidy. Everything we needed was available. We were basically there to crash at night and shower in the morning. Pete and Maura have done a nice job with making the place comfortable. There was easy communication. The washer was broken, but they offered an alternative if we needed it. The only things to be aware of is that the house sits on a very busy street, however, we always had plenty of room in the driveway to turn around so we...
The price is SAR 563
SAR 1,018 total
includes taxes & fees
23 Mar - 24 Mar
* Stunning New Bungalow Perfect for Everyone *

5-bedroom vacation home 5 minutes from historic Charlestown

9.8 out of 10, Exceptional, (136)
"Can’t wait to come back during warmer weather. It was a perfect over night stay. "
The price is SAR 1,346
SAR 2,449 total
includes taxes & fees
17 Mar - 18 Mar
5-bedroom vacation home 5 minutes from historic Charlestown

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

*** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay

9.4 out of 10, Exceptional, (169)
"We throughly enjoyed our stay here! The house was absolutely spotless, check in was easy, and kitchen is well appointed. The views are beautiful too. Brian was super responsive and answered all of my questions. Can’t wait to go back! "
*** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay

Luxury Vacation Home in Towson

The price is SAR 600
SAR 1,213 total
includes taxes & fees
16 Mar - 17 Mar
Luxury Vacation Home in Towson

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

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

2.0 star property
10.0 out of 10, Exceptional, (3)
"Impeccable, beautiful, well-stocked, clean. I can’t say enough. The loft was so cozy and perfect for the three of us. Easy check-in, and when I saw well-stocked I mean it. Coffee and creamer and towels, blankets, everything. Beds are super comfortable as well. The view was amazing. Grocery, liquor, and a few restaurants close by as well. Can’t wait to stay again!"
A working horse farm in Southern Lanc Co., nestled in Amish country.

* Lovely Gem w/ Perfect Combo of Flair & Class *

10.0 out of 10, Exceptional, (48)
"The house was very cozy and in a nice area. Close to all the fun stuff in baltimore we wanted to enjoy!"
The price is SAR 559
SAR 992 total
includes taxes & fees
23 Mar - 24 Mar
* Lovely Gem w/ Perfect Combo of Flair & Class *

This house is a 3 bedroom(s), 2 bathrooms, located in Havre de Grace, MD.

10.0 out of 10, Exceptional, (1)
"We had a blast. The home is so beautiful, perfect location. Wonderful homeowners who are very kind. We will definitely be staying again. Thank you. "
This house is a 3 bedroom(s), 2 bathrooms, located in Havre de Grace, MD.

Upper Chesapeake Getaway - Newly Renovated

9.8 out of 10, Exceptional, (14)
"Really peaceful. Nice house!"
Upper Chesapeake Getaway - Newly Renovated
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

Captivating Chesapeake experience

10.0 out of 10, Exceptional, (257)
"Such a hidden gem of a spot! Pictures were exactly like the house and the owners were super responsive!"
Captivating Chesapeake experience

Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.

9.4 out of 10, Exceptional, (22)
"Decided to try something different, and luckily found the Dockside Doghouse. Very comfortable, incredibly relaxing."
Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.

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

10.0 out of 10, Exceptional, (221)
"My wife and I had a wonderful time the house was beautiful and the view of the water was incredible. We would definitely stay there again."
LAKE HOUSE, Waterfront Retreat, Eagles, Sunsets on Susquehanna with 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.