Chestnut Hill Holiday Rentals

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Holiday Rentals in Chestnut Hill

Waters Edge
10.0 out of 10, Exceptional, (109)
"This is our 3rd year staying at this house and each year our stay gets better and better. Brian goes out of his way to ensure our stay is “perfect”. He goes to great lengths to make sure the property meets our needs. "
Waters Edge
LAKE HOUSE, Waterfront Retreat, Eagles, Sunsets on Susquehanna with DOCK
10.0 out of 10, Exceptional, (217)
"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
Creekside Cottage is your spacious retreat to enjoy a relaxing getaway!
10.0 out of 10, Exceptional, (234)
"Creekside Cottage was exactly as described. The property was clean, comfortable and the perfect location for our annual golf getaway. We really enjoyed our stay."
Creekside Cottage is your spacious retreat to enjoy a relaxing getaway!
LAKE HOUSE SOUTH Waterfront Retreat with DOCKAGE on Susquehanna River & HOT TUB
9.8 out of 10, Exceptional, (258)
"We had a wonderful stay and had ample space to provide escape when needed and gathering spaces for game time and fellowship. Brian was very attentive to a couple of minor situations and was able to fix them immediately. We all enjoyed the tranquility and view each morning and all the items needed to prepare meals was terrific. We only wished that the fire pit was cleaned out and had smaller logs to burn. Overall we truly enjoyed our stay."
LAKE HOUSE SOUTH Waterfront Retreat with DOCKAGE on Susquehanna River & HOT TUB
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
Charming cottage overlooking pond and meadows
10.0 out of 10, Exceptional, (48)
"Nice place with plenty of room the four of us. Clean, was nice to sit by fire and listen to the pond fountain at night. Also close to sight and sound theatre. Loved that there was a gameboard instead of tv-s"
Charming cottage overlooking pond and meadows
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
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
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!
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
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.
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!
Pet-Friendly Delta Cabin w/ Private Hot Tub!
10.0 out of 10, Exceptional, (22)
"My husband and I wanted a private location we could relax at and were not disappointed. The cabin was very clean, nicely furnished, and was everything we were looking for. The coffee bar was a very nice addition. The hot tub was clean and extremely relaxing as well. We had never played pickle ball but how can you say no to a private court! We would definitely stay again and would highly recommend!!"
Pet-Friendly Delta Cabin w/ Private Hot Tub!
* Stunning New Bungalow Perfect for Everyone *
9.8 out of 10, Exceptional, (88)
"Charming little bungalow nestled right near the heart of town. Close to everything you would want or need. Bungalow equipped with all the necessities of home and makes it an easy getaway. Property owners are great and responsive. Would highly recommend this place! "
The price is AU$414
includes taxes & fees
3 Dec - 4 Dec
* Stunning New Bungalow Perfect for Everyone *
8-bedroom vacation home 28 minutes from Johns Hopkins University
10.0 out of 10, Exceptional, (11)
"This was an ideal and welcoming gathering spot for 12 college friends and spouses for a beautiful Maryland horse country wedding."
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 AU$830
includes taxes & fees
19 Nov - 20 Nov
Cozy and comfortable four bedroom home with all you need for a great stay
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
Enjoy the crisp Fall weather at this immaculate Cabin for a 3 to 7 night stay.
10.0 out of 10, Exceptional, (58)
"Our family of 7 (five kids from 7-18) enjoyed our week in this wonderful cabin. Secluded but not far from stores and attractions. The house was very comfortable and accommodating. The kids really enjoyed the pool! Thanks for a wonderful stay. "
Enjoy the crisp Fall weather at this immaculate Cabin for a 3 to 7 night stay.
Top of the Chesapeake - Minutes from Historic Charlestown
9.8 out of 10, Exceptional, (134)
""Oh, down in Chesapeake Catching rock around fishing creek The soft-shell crabs play hide and seek Down in Chesapeake." We LOVE the Chesapeake area and have stayed up and down the bay, mostly midway and lower. This area on the upper bay is so close to Philadelphia and, although there are tourists around like us, it doesn't feel touristy unless you go into North East, downtown (which is still worth eating a meal or getting ice cream in that cute little town)! Our stay felt private, and we had...
The price is AU$990
includes taxes & fees
19 Nov - 20 Nov
Top of the Chesapeake - Minutes from Historic Charlestown
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 types of properties in Chestnut Hill you may be interested in

Holiday Inn Express Towson - Baltimore North, an IHG Hotel
2.5 star property
8.8 out of 10, Excellent, (1005)
"The check in process too way longer than I expected. Room had one light out over the bed, and one of ymthe outlets didn't work. Breakfast offering was very good. "
The price is AU$172
includes taxes & fees
24 Nov - 25 Nov
Holiday Inn Express Towson - Baltimore North, an IHG Hotel
Embassy Suites by Hilton Baltimore Hunt Valley
3.5 star property
8.2 out of 10, Very good, (1001)
"Perfect "
The price is AU$227
includes taxes & fees
3 Dec - 4 Dec
Embassy Suites by Hilton Baltimore Hunt Valley
Quality Inn & Suites Bel Air I-95 Exit 77A
2.5 star property
7.2 out of 10, Good, (1002)
"The property was serene, tranquil and very comfy "
The price is AU$85
includes taxes & fees
24 Nov - 25 Nov
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 holiday rentals in Chestnut Hill?

Yes, there are holiday rentals close to the most popular sights in Chestnut Hill, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Chestnut Hill has to offer?

Waters Edge: This holiday home rental outside of Chestnut Hill is located on a lake, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

What can I see and do in Chestnut Hill?

While exploring the area, visit family-friendly sights like Maize Quest Fun Park, 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 wider area.

What are holiday rentals like in Chestnut Hill?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chestnut Hill. Holiday rentals offer extras such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.