Chestnut Hill Vacation Rentals

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Our top choices for Chestnut Hill vacation rentals

Restful Non-Shared Basement Suite In Harford MD

Restful Non-Shared Basement Suite In Harford MD
Bel Air
10.0 out of 10, Exceptional, (2 reviews)
"Check in was quick and easy, property was exactly as I thought it would be and amenities were great."
United States
Joseph N.
The price is CA $68
CA $144 total
includes taxes & fees
Feb 15 - Feb 16
Restful Non-Shared Basement Suite In Harford MD

Charming 2-bedroom house in Aberdeen with WiFi and AC

Charming 2-bedroom house in Aberdeen with WiFi and AC
Aberdeen
8.0 out of 10, Very good, (12 reviews)
"Pleasant stay"
United States
Yommali G.
The price is CA $92
CA $127 total
includes taxes & fees
Feb 8 - Feb 9
Charming 2-bedroom house in Aberdeen with WiFi and AC

Quarry Landing - Center of Town & River View - 3 Bedroom

Quarry Landing - Center of Town & River View - 3 Bedroom
Port Deposit
10.0 out of 10, Exceptional, (11 reviews)
"Was a great stay would definitely stay again "
United States
jerel p.
The price is CA $182
CA $293 total
includes taxes & fees
Feb 11 - Feb 12
Quarry Landing - Center of Town & River View - 3 Bedroom

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

Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Port Deposit
10.0 out of 10, Exceptional, (35 reviews)
"Very cool place. "
United States
Eric L.
The price is CA $240
CA $288 total
includes taxes & fees
Feb 8 - Feb 9
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

Hobbit House one of a kind home

Hobbit House one of a kind home
Bel Air
10.0 out of 10, Exceptional, (9 reviews)
"We had a great stay! "
United States
Courtney H.
The price is CA $128
CA $383 total
includes taxes & fees
Feb 8 - Feb 9
Hobbit House one of a kind home

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

The River Shack *kayaks*hottub*fishing*quiet*family
Airville
9.4 out of 10, Exceptional, (6 reviews)
"Loved the rivershack! Great place with many extras. It doesn't get any better than paddling on the Susquehanna River!"
United States
Rob H.
The price is CA $185
CA $573 total
includes taxes & fees
Feb 9 - Feb 10
The River Shack *kayaks*hottub*fishing*quiet*family

Spacious Private 2BR Suite in Abingdon with Separate Entrance

Spacious Private 2BR Suite in Abingdon with Separate Entrance
Bel Air South
The price is CA $108
CA $173 total
includes taxes & fees
Feb 8 - Feb 9
Spacious Private 2BR Suite in Abingdon with Separate Entrance

Charming Farm Cottage

Charming Farm Cottage
Jarrettsville
The price is CA $246
CA $438 total
includes taxes & fees
Feb 17 - Feb 18
Charming Farm Cottage

Cozy 2-bedroom cabin in charming Fawn Grove with AC, WIFI & walking trail.

Cozy 2-bedroom cabin in charming Fawn Grove with AC, WIFI & walking trail.
Fawn Grove
9.6 out of 10, Exceptional, (14 reviews)
"Two night stay was very nice. Great living, kitchen and bedroom spaces. Very quiet area."
United States
Rene S.
The price is CA $308
CA $473 total
includes taxes & fees
Feb 9 - Feb 10
Cozy 2-bedroom cabin in charming Fawn Grove with AC, WIFI & walking trail.

Charming 1-bedroom basement in enjoyable Aberdeen with WiFi, AC

Charming 1-bedroom basement in enjoyable Aberdeen with WiFi, AC
Aberdeen
The price is CA $106
CA $308 total
includes taxes & fees
Feb 11 - Feb 12
Charming 1-bedroom basement in enjoyable Aberdeen with WiFi, AC

Waterview. Hot Tub. Gas Firepit. Lancaster 40 min.

Waterview. Hot Tub. Gas Firepit. Lancaster 40 min.
Airville
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful place. Very clean and beds very comfortable and modern. Beautiful outdoor deck with hot tub and fire pit down by the stream. Great place to stay, would recommend!"
United States
Stacey F.
The price is CA $432
CA $793 total
includes taxes & fees
Feb 8 - Feb 9
Waterview. Hot Tub. Gas Firepit. Lancaster 40 min.

Abingdon Haven Hideaway

Abingdon Haven Hideaway
Abingdon
7.0 out of 10, Good, (2 reviews)
"We made good use of this rental, it was convenient to all our family & activities. Host is very kind & quickly helpful on request. The main problem with a basement apt is that the thermostat is usually upstairs in the main house, but host was most accommodating about temperature control. We rested well here and had a nice week."
United States
Pam L.
The price is CA $178
CA $542 total
includes taxes & fees
Mar 2 - Mar 3
Abingdon Haven Hideaway

Luxury Waterfront Home Built for Entertaining!

Luxury Waterfront Home Built for Entertaining!
Abingdon
8.8 out of 10, Excellent, (8 reviews)
"We had such a wonderful stay! The house was spotless, comfortable, and beautifully maintained. The surrounding area was peaceful and welcoming, and perfect for a relaxing weekend. Highly recommend!"
United States
Oluwaseyi E.
The price is CA $752
CA $1,242 total
includes taxes & fees
Feb 8 - Feb 9
Luxury Waterfront Home Built for Entertaining!
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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Top Chestnut Hill Hotel Reviews

Find out more about Chestnut Hill

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Chestnut Hill. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Creekside Cottage is your spacious retreat to enjoy a relaxing getaway!: This vacation home rental outside of Chestnut Hill is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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.