Chestnut Hill Vacation Rentals

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Vacation Rentals in Chestnut Hill

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

2.0 star property
10.0 out of 10, Exceptional, (9)
"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.

The River Shack *kayaks*hottub*fishing*quiet*family

The price is CA $246
CA $652 total
includes taxes & fees
Aug 4 - Aug 5
The River Shack *kayaks*hottub*fishing*quiet*family

Waters Edge

10.0 out of 10, Exceptional, (129)
"Beautiful scenery, Breath of fresh air. Very clean and comfortable. Very modern, we truly enjoyed our stay. Extra over the top amenities was a definite plus."
Waters Edge

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

10.0 out of 10, Exceptional, (236)
"Nice, scenic location and very comfortable. It had everything we needed. We hope to come back again!"
LAKE HOUSE, Waterfront Retreat, Eagles, Sunsets on Susquehanna with DOCK

Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

10.0 out of 10, Exceptional, (15)
"Was a charming place to stay close to everything"
The price is CA $240
CA $284 total
includes taxes & fees
Jul 27 - Jul 28
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

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

9.2 out of 10, Wonderful, (177)
"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

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

9.4 out of 10, Exceptional, (27)
"We were a group of all ages and everyone had a good time. It was quiet, peaceful and very relaxing. We were there for a baseball tournament and would definitely stay again."
Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.

Creekside Cottage is your spacious retreat to enjoy a relaxing getaway!

10.0 out of 10, Exceptional, (248)
"The pictures does no justice to this listing. It was absolutely beautiful and the stay was awesome. The hostbwas kind and generous. We had everything that we needed. Definitely would book again if I am going to be in the area. "
Creekside Cottage is your spacious retreat to enjoy a relaxing getaway!

Dock & Hot Tub: Susquehanna River Retreat!

9.4 out of 10, Exceptional, (31)
"Wonderful space, beautiful view. Only one issue that was quickly resolved. Would definitely stay there again"
Dock & Hot Tub: Susquehanna River Retreat!

Secluded Scenic Retreat, Amish Country, Vineyards

10.0 out of 10, Exceptional, (2)
"Nice house, very peaceful "
Secluded Scenic Retreat, Amish Country, Vineyards

Captivating Chesapeake experience

10.0 out of 10, Exceptional, (266)
"This place is the definition of the perfect getaway for a quick weekend. The home is immaculate, the scenery is beautiful and we feel instantly relaxed here. "
Captivating Chesapeake experience

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

9.4 out of 10, Exceptional, (34)
"Was a good time. Great location Beautiful sunset across the water. Thanks Jeremy "
Waterfront Oasis w/ Private Dock, 3BR/2BA

Luxury Waterfront Home Built for Entertaining!

2.0 out of 10, (1)
The price is CA $759
CA $1,251 total
includes taxes & fees
Jul 15 - Jul 16
Luxury Waterfront Home Built for Entertaining!

Waterfront house with amazing views. Top of the Chesapeake

10.0 out of 10, Exceptional, (98)
"From booking to check out Matt was great! Property was clean and felt like home. The water view was beautiful and just sitting out and enjoying the water from the deck, the kids were in the water our entire stay or fishing off the pier. We definitely will be booking again!"
Waterfront house with amazing views. Top of the Chesapeake

Relax in the woods with your own private pool - 4 BR house that sleeps up to 12.

9.6 out of 10, Exceptional, (4)
"This property was amazing! My family of six, really enjoyed the pool, large yard, for one including a balcony, toys for the kids, and many more! Will definitely be staying again in the future"
The price is CA $898
CA $1,566 total
includes taxes & fees
Jul 22 - Jul 23
Relax in the woods with your own private pool - 4 BR house that sleeps up to 12.

River Haven with Hot Tub | 4 Bed, 3.5 Bath

9.8 out of 10, Exceptional, (26)
"I had such a peaceful stay at John's place. The setting was incredibly tranquil, perfect for a relaxing getaway. The garden was beautiful, and I loved sipping my morning Tea on the patio. Highly recommend for anyone looking to unwind."
River Haven with Hot Tub | 4 Bed, 3.5 Bath

Luxury Vacation Home in Towson

2.0 out of 10, (1)
"Stayed with my husband and 2 kids. The house is old, dirty, and the host clearly lied about number of bedrooms. It is 2 bedrooms, not 3. Furniture is old and broken. Pillows are stained. Carpet and entire house is dirty. There was no cleaning prior to our arrival. The kitchen had mops and cleaning supplies out, no trash bags in trashcan. The kitchen was not usable. Overall, it was a terrible stay, would not recommend, will never come back! "
Luxury Vacation Home in Towson

Spacious 6-bedroom house in nice Parkville with WiFi, AC

Spacious 6-bedroom house in nice Parkville with WiFi, AC

Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses

2.0 star property
10.0 out of 10, Exceptional, (3)
"We had an excellent stay"
The price is CA $217
CA $320 total
includes taxes & fees
Jul 15 - Jul 16
Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses

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

9.8 out of 10, Exceptional, (274)
"This is our 3rd time staying at the lake house, we really love it. The view from the deck is gorgeous! Lots of room to every one. "
LAKE HOUSE SOUTH Waterfront Retreat with DOCKAGE on Susquehanna River & HOT TUB
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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Frequently asked questions

Are there vacation rentals in Chestnut Hill?

Yes, you can find vacation rentals close to the most popular sights in Chestnut Hill, or you can choose a more secluded option if you want a relaxing place to stay.

What are some of the best vacation rentals in Chestnut Hill?

A working horse farm in Southern Lanc Co., nestled in Amish country. : This vacation home rental outside of Chestnut Hill offers a patio, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What can I see and do in Chestnut Hill?

While exploring the area, visit family-friendly sights like Guppy Gulch Quarry, or get outside and enjoy nature at Ladew Topiary Gardens. Rocks State Park and Harford Community College are a couple of places you'll find in the larger area.

What are vacation rentals like in Chestnut Hill?

Vacation rentals are private accommodations you can book for a couple days or more in Chestnut Hill. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for a family trip.