Chestnut Hill Holiday Rentals from NZ$275: Search Short-Term Rentals

Q: 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.

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Our top choices for Chestnut Hill holiday rentals

A stone building with a sloped roof, a picnic table, and a lighthouse with black and white stripes.

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

Port Deposit

Nimia N.

includes taxes & fees

21 Oct - 22 Oct

A single-story white house with a red door, a front porch, and a brick pathway leading to the entrance.

2. Watch Deer from a Farm Cottage

Bel Air

Claudia L.

includes taxes & fees

10 Nov - 11 Nov

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

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

Darlington

Andrew L.

includes taxes & fees

9 Nov - 10 Nov

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

Port Deposit

Don S.

includes taxes & fees

18 Oct - 19 Oct

A kitchen with white cabinets, a wooden countertop, a built-in oven, and a window.

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

Port Deposit

jerel p.

includes taxes & fees

9 Nov - 10 Nov

A fire pit with flames, surrounded by a metal frame, overlooking a body of water with a dock and trees in the background.

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

Aberdeen

Matthew

includes taxes & fees

2 Nov - 3 Nov

A wooden cabin with a circular entrance, a fire pit, and a stone pathway leading to it.

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

Delta

sean z.

includes taxes & fees

9 Nov - 10 Nov

A wooden deck with a stone wall, a covered grill, and a view of a lake.

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

Whiteford

Nazia M.

includes taxes & fees

19 Oct - 20 Oct

A wooden cabin with a fire pit in the center, surrounded by Adirondack chairs.

9. The River Shack kayakshottubfishingquiet*family

Airville

Barb R.

includes taxes & fees

9 Nov - 10 Nov

A room with a wooden floor, a ceiling fan, a refrigerator, a chair, a lamp, and a window with curtains.

10. Private 3 room Queen Suite w/Kitchenette

Port Deposit

Kathleen B.

includes taxes & fees

14 Nov - 15 Nov

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.

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

Aberdeen

christine

includes taxes & fees

27 Oct - 28 Oct

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.

12. Abingdon Haven Hideaway

Abingdon

Pam L.

includes taxes & fees

16 Oct - 17 Oct

A dining room with a large table, wooden chairs, a chandelier, and large windows with blinds.

13. The Manor Cottage at Harford Hill

Fallston

includes taxes & fees

18 Oct - 19 Oct

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Top Chestnut Hill Hotel Reviews

Holiday Inn Express Towson - Baltimore North by IHG

10/10 Excellent

"Breakfast was great"

SpringHill Suites Baltimore White Marsh/Middle River

8/10 Good

"The staff answered any and all questions, were friendly and helpful. The room was spacious and clean. Breakfast was available buffet style and the coffee was hot. There were plenty of parking spaces, so parking was not a problem. There were other food options right across the street."

Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area

10/10 Excellent

"The place is clean and well maintained - older but still in great shape. It was nice and quiet and is close to a lot. The staff was incredibly friendly from check-in to check-out. They made sure I enjoyed my stay, the last night as a single woman and our first night as a married couple."

Find out more about Chestnut Hill

Everything you need to know about Chestnut Hill holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chestnut Hill holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chestnut Hill holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chestnut Hill holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chestnut Hill. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chestnut Hill holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chestnut Hill holiday rentals we have selected for you start as low as NZ$275 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chestnut Hill rentals

At Expedia, we put the best Chestnut Hill holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chestnut Hill rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chestnut Hill holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chestnut Hill. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.

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Our top choices for Chestnut Hill holiday rentals