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Chestnut Hill Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Chestnut Hill vacation rentals

Terrace/patio

1. Restful Non-Shared Basement Suite In Harford MD

Restful Non-Shared Basement Suite In Harford MD
Bel Air
10.0 out of 10, Exceptional, (5 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 ￥12,911
￥22,133 total
includes taxes & fees
Aug 31 - Sep 1
Restful Non-Shared Basement Suite In Harford MD
Exterior

2. 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, (10 reviews)
"very clean and cozy host was very nice . They had everything we needed for our stay. Very convenient to all local activities. Would stay there agin when in area."
United States
Jacquelyn O.
The price is ￥24,227
￥29,229 total
includes taxes & fees
Aug 17 - Aug 18
Cozy 1-bedroom bungalow in quaint Darlington with AC
Exterior

3. 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, (51 reviews)
"Very unique and cozy property close to everything we needed. "
United States
John H.
The price is ￥27,973
￥33,706 total
includes taxes & fees
Aug 17 - Aug 18
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Interior

4. Private 3 room Queen Suite w/Kitchenette

Private 3 room Queen Suite w/Kitchenette
Port Deposit
10.0 out of 10, Exceptional, (33 reviews)
"Perfect location for that town. "
United States
Hisham M.
The price is ￥26,299
￥46,462 total
includes taxes & fees
Aug 14 - Aug 15
Private 3 room Queen Suite w/Kitchenette
3 bedrooms, travel crib, WiFi (free), bed sheets

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

Waterview. Hot Tub. Gas Firepit. Lancaster 40 min.
Airville
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful home!"
United States
Alison C.
The price is ￥47,658
￥91,305 total
includes taxes & fees
Aug 18 - Aug 19
Waterview. Hot Tub. Gas Firepit. Lancaster 40 min.
Smart TV

6. Cozy 2-bedroom apartment with WiFi, AC in charming Havre de Grace

Cozy 2-bedroom apartment with WiFi, AC in charming Havre de Grace
Havre de Grace
10.0 out of 10, Exceptional, (12 reviews)
"Very cool place, walking distance to everything."
United States
Brett S.
The price is ￥31,416
￥42,932 total
includes taxes & fees
Aug 17 - Aug 18
Cozy 2-bedroom apartment with WiFi, AC in charming Havre de Grace
Exterior detail

7. Authentic working horse farm stay! Quiet, rural, and close to nature!

Authentic working horse farm stay! Quiet, rural, and close to nature!
White Hall
9.8 out of 10, Exceptional, (39 reviews)
"Clean, quiet location perfect for a relaxing get away."
United States
Scott J.
The price is ￥26,778
￥50,996 total
includes taxes & fees
Aug 16 - Aug 17
Authentic working horse farm stay! Quiet, rural, and close to nature!
Exterior

8. Watch Deer from a Farm Cottage

Watch Deer from a Farm Cottage
Bel Air
10.0 out of 10, Exceptional, (6 reviews)
"Pet friendly."
United States
Claudia L.
The price is ￥23,112
￥54,117 total
includes taxes & fees
Aug 30 - Aug 31
Watch Deer from a Farm Cottage
Property grounds

9. 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, (2 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 ￥26,280
￥30,163 total
includes taxes & fees
Sep 9 - Sep 10
Luxury Bed and Breakfast for a Weekend Getaway near Susquehanna State Park, Maryland
Coffee/tea maker, fridge, microwave, oven

10. 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, (14 reviews)
"Was a great stay would definitely stay again "
United States
jerel p.
The price is ￥33,424
￥49,283 total
includes taxes & fees
Aug 18 - Aug 19
Quarry Landing - Center of Town & River View - 3 Bedroom
Property grounds

11. 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, (2 reviews)
"We had a perfect weekend at this little cabin get-away! The listing pictures portrayed the site perfectly. Well before check-in, the D-Lux team was in touch to make sure we had check-in codes and to answer any questions if we would have had them. Upon arrival the place was spotless and very inviting. It was adequately stocked with necessities and even had a few extra touches that we appreciated. The hammock, hottub, and sauna were clean and perfect and helped us have a truly relaxing weekend....
United States
Megan K.
The price is ￥19,815
￥55,123 total
includes taxes & fees
Sep 3 - Sep 4
Creekside Cabin: Sauna | Hot Tub | Fire Pit | Romantic | Peaceful | Cozy
Terrace/patio

12. 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, (3 reviews)
"Beautiful location, nicely decorated. The host thought of everything you may need including a free snack basket, washer/dryer with detergent and dryer sheets, BBQ grill with utensils, board games and cards, kayaks and life vests, hot tub, firetable etc."
United States
Andy W.
The price is ￥32,516
￥39,367 total
includes taxes & fees
Aug 31 - Sep 1
WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL
Terrace/patio

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

The River Shack *kayaks*hottub*fishing*quiet*family
Airville
9.6 out of 10, Exceptional, (10 reviews)
"This property was great, everything you could need was provided. We really enjoyed our stay"
United States
Barb R.
The price is ￥29,288
￥76,681 total
includes taxes & fees
Sep 2 - Sep 3
The River Shack *kayaks*hottub*fishing*quiet*family
Dining

14. The Manor Cottage at Harford Hill

The Manor Cottage at Harford Hill
Fallston
The price is ￥199,088
￥269,954 total
includes taxes & fees
Sep 11 - Sep 12
The Manor Cottage at Harford Hill
1 bedroom, iron/ironing board, WiFi (free), bed sheets

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

Charming 1-bedroom basement in enjoyable Aberdeen with WiFi, AC
Aberdeen
The price is ￥17,071
￥36,174 total
includes taxes & fees
Aug 22 - Aug 23
Charming 1-bedroom basement in enjoyable Aberdeen with WiFi, AC
TV

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

Charming 2-bedroom house in Aberdeen with WiFi and AC
Aberdeen
7.4 out of 10, Good, (18 reviews)
"Nice place"
United States
christine
The price is ￥11,906
￥15,999 total
includes taxes & fees
Aug 25 - Aug 26
Charming 2-bedroom house in Aberdeen with WiFi and AC
Interior

17. 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 ￥18,635
￥61,284 total
includes taxes & fees
Sep 11 - Sep 12
Abingdon Haven Hideaway
Coffee/tea maker, fridge, microwave, oven

18. Working horse farm retreat! Convenient to wedding venue!

Working horse farm retreat! Convenient to wedding venue!
White Hall
9.8 out of 10, Exceptional, (56 reviews)
"Very spacious apartment. Immaculate."
United States
Susan G.
The price is ￥25,184
￥49,155 total
includes taxes & fees
Aug 18 - Aug 19
Working horse farm retreat! Convenient to wedding venue!
Living area

19. Home away from home with WiFi and AC in delightful Parkville

Home away from home with WiFi and AC in delightful Parkville
Carney
The price is ￥25,483
￥35,687 total
includes taxes & fees
Sep 11 - Sep 12
Home away from home with WiFi and AC in delightful Parkville
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

Holiday Inn Express Hunt Valley by IHG

Holiday Inn Express Hunt Valley by IHG

8/10 Good
"Location is good when flying from BWI because the cost is less than airport hotels."
Edwin 1-night trip
Posted less than an hour ago
Holiday Inn Express Hunt Valley by IHG

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:

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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?

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 Ladew Topiary Gardens. 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.