Default HTG hotel image

Chestnut Hill Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Chestnut Hill holiday rentals

A house with a curved roof, a garden with various plants and flowers, and a red garage.

1. Cozy 1-bedroom bungalow in quaint Darlington with AC

Cozy 1-bedroom bungalow in quaint Darlington with AC
Darlington
10.0 out of 10, Exceptional, (11 reviews)
"This is a gorgeous little place, very cozy. The host was exceptionally accommodating. I would definitely stay again."
United States
Andrew L.
The price is HK$981
HK$1,206 total
includes taxes & fees
16 Nov - 17 Nov
Cozy 1-bedroom bungalow in quaint Darlington with AC
A living room with teal walls, a black sofa, a patterned rug, a flat-screen TV on a wooden stand, and a painting on the wall.

2. Charming 2-bedroom house in Aberdeen with WiFi and AC

Charming 2-bedroom house in Aberdeen with WiFi and AC
Aberdeen
7.6 out of 10, Good, (19 reviews)
"Nice place"
United States
christine
The price is HK$537
HK$735 total
includes taxes & fees
27 Oct - 28 Oct
Charming 2-bedroom house in Aberdeen with WiFi and AC
A bedroom with a bed, a nightstand, a TV, and a ceiling fan.

3. HOMEtel more amenities than a hotel - Free Parking

HOMEtel more amenities than a hotel - Free Parking
Bel Air
The price is HK$1,766
HK$2,462 total
includes taxes & fees
23 Oct - 24 Oct
HOMEtel more amenities than a hotel - Free Parking
A fire pit with flames, surrounded by a metal frame, overlooking a body of water with a dock and trees in the background.

4. WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL

WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL
Aberdeen
10.0 out of 10, Exceptional, (11 reviews)
"The host was incredibly friendly and communicative. The place was a lot bigger than I expected, and it was beautiful to sit out by the fire pit and look at the river nearby. And, she left us snacks and smores for the stay! A nice quiet spot to spend a night."
United States
Matthew
The price is HK$981
HK$1,206 total
includes taxes & fees
2 Nov - 3 Nov
WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL
A single-story white house with a red door, a front porch, and a brick pathway leading to the entrance.

5. Watch Deer from a Farm Cottage

Watch Deer from a Farm Cottage
Bel Air
10.0 out of 10, Exceptional, (7 reviews)
"Pet friendly."
United States
Claudia L.
The price is HK$1,089
HK$2,599 total
includes taxes & fees
11 Nov - 12 Nov
Watch Deer from a Farm Cottage
A stone building with a sloped roof, a picnic table, and a lighthouse with black and white stripes.

6. 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
9.8 out of 10, Exceptional, (57 reviews)
"Unique charming place to relax."
United States
Nimia N.
The price is HK$1,377
HK$1,659 total
includes taxes & fees
21 Oct - 22 Oct
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Interior

7. Luxury Bed and Breakfast for a Weekend Getaway near Susquehanna State Park, Maryland

Luxury Bed and Breakfast for a Weekend Getaway near Susquehanna State Park, Maryland
Port Deposit
10.0 out of 10, Exceptional, (3 reviews)
"Renee & Pat were excellent hosts and we will definitely try to book again when in the area. Everything was as advertised and much more. Being pet friendly was a plus. We enjoyed two restaurants in the area while there, Lee's Landing and Old South Smokehouse, highly recommend!"
United States
Don S.
The price is HK$1,342
HK$1,541 total
includes taxes & fees
18 Oct - 19 Oct
Luxury Bed and Breakfast for a Weekend Getaway near Susquehanna State Park, Maryland
A room with a wooden floor, a ceiling fan, a refrigerator, a chair, a lamp, and a window with curtains.

8. Private 3 room Queen Suite w/Kitchenette

Private 3 room Queen Suite w/Kitchenette
Port Deposit
10.0 out of 10, Exceptional, (33 reviews)
"This is a very nice apt. The owner was very receptive to any questions we had, even allowed an early checkin."
United States
Kathleen B.
The price is HK$1,373
HK$2,578 total
includes taxes & fees
19 Oct - 20 Oct
Private 3 room Queen Suite w/Kitchenette
A kitchen with white cabinets, a wooden countertop, a built-in oven, and a window.

9. 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, (17 reviews)
"Was a great stay would definitely stay again "
United States
jerel p.
The price is HK$1,161
HK$1,830 total
includes taxes & fees
9 Nov - 10 Nov
Quarry Landing - Center of Town & River View - 3 Bedroom
A wooden cabin with a circular entrance, a fire pit, and a stone pathway leading to it.

10. Creekside Cabin: Sauna | Hot Tub | Fire Pit | Romantic | Peaceful | Cozy

Creekside Cabin: Sauna | Hot Tub | Fire Pit | Romantic | Peaceful | Cozy
Delta
10.0 out of 10, Exceptional, (5 reviews)
The price is HK$1,623
HK$3,491 total
includes taxes & fees
9 Nov - 10 Nov
Creekside Cabin: Sauna | Hot Tub | Fire Pit | Romantic | Peaceful | Cozy
A narrow hallway with a kitchen area on one side, featuring a microwave, oven, and cabinets. There are three black bar stools along the hallway, and a potted plant on the counter.

11. 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 HK$1,020
HK$3,094 total
includes taxes & fees
31 Oct - 1 Nov
Abingdon Haven Hideaway
A wooden cabin with a fire pit in the center, surrounded by Adirondack chairs.

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

The River Shack *kayaks*hottub*fishing*quiet*family
Airville
9.8 out of 10, Exceptional, (13 reviews)
"This property was great, everything you could need was provided. We really enjoyed our stay"
United States
Barb R.
The price is HK$1,442
HK$3,776 total
includes taxes & fees
19 Oct - 20 Oct
The River Shack *kayaks*hottub*fishing*quiet*family
A wooden deck with a stone wall, a covered grill, and a view of a lake.

13. Waterfront Retreat w/ Hot Tub, Games & Views

Waterfront Retreat w/ Hot Tub, Games & Views
Whiteford
9.8 out of 10, Exceptional, (30 reviews)
"We like the property, it's location, and views.."
United States
Nazia M.
The price is HK$7,437
HK$12,944 total
includes taxes & fees
20 Oct - 21 Oct
Waterfront Retreat w/ Hot Tub, Games & Views
A dining room with a large table, wooden chairs, a chandelier, and large windows with blinds.

14. The Manor Cottage at Harford Hill

The Manor Cottage at Harford Hill
Fallston
The price is HK$28,249
HK$35,625 total
includes taxes & fees
18 Oct - 19 Oct
The Manor Cottage at Harford 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chestnut Hill Hotel Reviews

Quality Inn & Suites Bel Air I-95 Exit 77A

Quality Inn & Suites Bel Air I-95 Exit 77A

10/10 Excellent
"Clean and affordable"
Michelle 3-night trip
Posted less than an hour ago
Quality Inn & Suites Bel Air I-95 Exit 77A

Find out more about Chestnut Hill

Search for holiday rentals in Chestnut Hill on Expedia! You can easily find your home rentals, villas, holiday apartments in Chestnut Hill using one of the methods below:

  • View our selection of featured holiday rentals in Chestnut Hill
  • Use the map to find apartments and other holiday homes in the Chestnut Hill neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chestnut Hill while they last

Look no further and take a look at our great range of rental properties in Chestnut Hill!

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 Guppy Gulch Quarry, or get outside and enjoy nature at Ladew Topiary Gardens. 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.