Chestnut Hill Vacation Rentals

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May 14 - May 15
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May 15 - May 16
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May 17 - May 19
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May 24 - May 26

Vacation Rentals in Chestnut Hill

Beach
LAKE HOUSE, Waterfront Retreat, Eagles, Sunsets on Susquehanna with DOCK
10.0 out of 10, Exceptional, (195)
"Immaculately clean, beautiful scenery and very comfortable. We come back every year for that reason."
LAKE HOUSE, Waterfront Retreat, Eagles, Sunsets on Susquehanna with DOCK
TV
Lovely colonial-style home with pool access, firepit & large yard - dog-friendly
9.6 out of 10, Exceptional, (33)
"Love the layout of the house"
Lovely colonial-style home with pool access, firepit & large yard - dog-friendly
3 bedrooms, desk, travel crib, free WiFi
Charming cottage overlooking pond and meadows
10.0 out of 10, Exceptional, (31)
"We came up for Easter and 2 family birthdays. For us, the location was primary, for others, I can only say this would be a perfect base of operations for day trips in the area. The house is lovely, there was a small glitch which was taken care of right away. Too soon for pond swimming, but it is an option. Oh, the bison? Yep, right next door."
Charming cottage overlooking pond and meadows
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Property grounds
River Haven with Hot Tub | 4 Bed, 3.5 Bath
9.8 out of 10, Exceptional, (17)
"The house was great and had a ton to do! Which was awesome for us because it rained while we were there. The foosball, ping pong and air hockey tables provided a ton of entertainment."
River Haven with Hot Tub | 4 Bed, 3.5 Bath
Fridge, microwave, oven, stovetop
* Lovely Gem w/ Perfect Combo of Flair & Class *
10.0 out of 10, Exceptional, (36)
"It was my daughters senior game for Towson lacrosse !!! Easy huber !!! A little noise from main st … to be expected ‼️"
The price is $149
$269 total
includes taxes & fees
May 21 - May 22
* Lovely Gem w/ Perfect Combo of Flair & Class *
Fridge, microwave, oven, stovetop
Waters Edge
10.0 out of 10, Exceptional, (89)
"Jaw dropping amazing. Brian is the best host. Property is outfitted to meet all of your needs, even the ones you didn't think of. From the pool table, hot tub, and the variety of rooms to choose from. Well worth checking out if you are looking for a fun, restful place to stay fit a long weekend."
Waters Edge
Exterior
PERUSE OUR INCREDIBLE REVIEWS! Creekside Cottage Awaits Your Visit!
10.0 out of 10, Exceptional, (220)
"This is our 5th stay at creekside cottage, love love love this beautiful little hideaway. Carol is great and is always a text away if we need anything. If you like winery's there is 3 within 15-20mins away . If you want a great experience book you won’t regret it ."
PERUSE OUR INCREDIBLE REVIEWS! Creekside Cottage Awaits Your Visit!
Outdoor spa tub
LAKE HOUSE SOUTH Waterfront Retreat with DOCKAGE on Susquehanna River & HOT TUB
9.8 out of 10, Exceptional, (237)
"We stayed here for a long weekend to celebrate my niece’s wedding at Drumore Estates. The house was a fabulous find. We had a great time hanging out with family and enjoying the hot tub, fire pit, and large deck. The weather could have been better but we made the most of it. The house was comfortable and had everything that we needed."
LAKE HOUSE SOUTH Waterfront Retreat with DOCKAGE on Susquehanna River & HOT TUB
Fridge, microwave, oven, stovetop
Stunning Home Steps minutes from Cal Ripken Stadium!!!
Stunning Home Steps minutes from Cal Ripken Stadium!!!
Smart TV
* Beautiful Oasis w/ No Detail Spared *
9.8 out of 10, Exceptional, (32)
"We were very comfortable staying here while our hardwoods floors were being refinished."
The price is $95
$191 total
includes taxes & fees
May 22 - May 23
* Beautiful Oasis w/ No Detail Spared *
Fridge, microwave, oven, stovetop
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 $299
$580 total
includes taxes & fees
May 16 - May 17
Cozy and comfortable four bedroom home with all you need for a great stay
Property grounds
Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.
9.2 out of 10, Wonderful, (9)
"Clean, great location. Had a very relaxing weekend that was greatly needed. There was plenty of things to see and do in the beautiful town. Had a small problem but the host took care of it immediately. He was great. Thank you for a wonderful time."
Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.
Property grounds
Cozy home with fenced in yard-Pet Friendly. 2 block walk to historic downtown!
9.6 out of 10, Exceptional, (42)
"Suzanne's place was very comfortable and she supplied everything you'd need. It was fun cooking in her kitchen and I was also able to work remotely as well."
Cozy home with fenced in yard-Pet Friendly. 2 block walk to historic downtown!
Dining
Cozy Farm Apartment (B) surrounded by private wooded park
10.0 out of 10, Exceptional, (37)
"Communicative host. All directions clear. No complaints."
The price is $105
$203 total
includes taxes & fees
May 19 - May 20
Cozy Farm Apartment (B) surrounded by private wooded park
Smart TV, fireplace
This house is a 3 bedroom(s), 1.5 bathrooms, located in Port Deposit, MD.
The price is $129
$325 total
includes taxes & fees
May 28 - May 29
This house is a 3 bedroom(s), 1.5 bathrooms, located in Port Deposit, MD.
TV, fireplace, DVD player, books
* Stunning New Bungalow Perfect for Everyone *
9.8 out of 10, Exceptional, (80)
"Great stay! Convenient to everything!"
The price is $150
$277 total
includes taxes & fees
May 27 - May 28
* Stunning New Bungalow Perfect for Everyone *
TV, fireplace, books, stereo
Spacious Pequea Retreat w/ Dock & Hot Tub!
9.6 out of 10, Exceptional, (17)
"The lay out of the house was beautiful and John was very helpful and easy to talk to. My young adult friends stayed at the property for a weekend getaway and appreciated how spacious it was. The only thing I’d be apprehensive about is that there were many ants and other bugs all over the kitchen, dining room area, and bar upon arrival. We had to thoroughly clean and wipe down the surfaces before eating. We sprayed raid in the area but made sure not to leave any food out because the ants would...
Spacious Pequea Retreat w/ Dock & Hot Tub!
Property grounds
Family Friendly Home w/ Large 1 Acre Backyard & Decks
9.0 out of 10, Wonderful, (4)
"Our company (East Coast Recreation Services), who do playground installation, recently had our men stay at your property for the time of our install in your area and enjoyed they stay very much. The host was very helpful and accommodating to all of our needs. Thank you."
Family Friendly Home w/ Large 1 Acre Backyard & Decks
Property grounds
Cozy Farm Apartment (A) surrounded by wooded private park
10.0 out of 10, Exceptional, (24)
"There were four adults who shared apartment A. It was a great place to just "hang out." We enjoyed sitting around the fire ring listening to the birds and walking over to see the horses and deer in the field. We only stayed two nights. The beds were comfortable and the showers had great water pressure. The kitchen was equipped with most of what you would need, although we could have used a grater for cheese and a baking dish. Overall, we had a very enjoyable time and would stay here again."
The price is $105
$202 total
includes taxes & fees
May 16 - May 17
Cozy Farm Apartment (A) surrounded by wooded private park
Interior
Towson Elite Apartment
9.0 out of 10, Wonderful, (2)
"The only issue we had was the sound proofing of the room. You could hear people walking and talking in the hallway all night. The street sound of cars passing by was also very noticeable."
The price is $120
$167 total
includes taxes & fees
May 16 - May 17
Towson Elite Apartment
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See all available properties in Chestnut Hill
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.

Other types of properties in Chestnut Hill you may be interested in

Free daily on-the-go breakfast
Embassy Suites by Hilton Baltimore Hunt Valley
3.5 star property
8.2 out of 10, Very Good, (1000)
"Kind and courteous staff, along with well kept rooms. Excellent experience, would highly recommend. "
The price is $137
$158 total
includes taxes & fees
Jun 2 - Jun 3
Embassy Suites by Hilton Baltimore Hunt Valley
Seasonal outdoor pool, open 2:00 PM to 8:00 PM, pool umbrellas
Holiday Inn Express Towson - Baltimore North, an IHG Hotel
2.5 star property
8.8 out of 10, Excellent, (1002)
"Excellent in every way. Free WIFI, Fre breakfast, Free parking and close to everything. "
The price is $101
$118 total
includes taxes & fees
May 27 - May 28
Holiday Inn Express Towson - Baltimore North, an IHG Hotel
Desk, free WiFi, bed sheets, alarm clocks
Quality Inn & Suites Bel Air I-95 Exit 77A
2.5 star property
7.4 out of 10, Good, (1000)
"Amazing hotel people that work there very friendly very clean safe "
The price is $62
$70 total
includes taxes & fees
May 16 - May 17
Quality Inn & Suites Bel Air I-95 Exit 77A
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.

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?

LAKE HOUSE, Waterfront Retreat, Eagles, Sunsets on Susquehanna with DOCK : This vacation home rental outside of Chestnut Hill is located on a lake and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like 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 Susquehanna State Park. Harford Community College and Liriodendron Mansion 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.