155+ Hotel & Resort Deals in Chestnut Hill |
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Chestnut Hill Hotels, Resorts, and Rentals

About Chestnut Hill Vacation Rentals

There are more than 155 places to stay in Chestnut Hill that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Chestnut Hill.

Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Chestnut Hill, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Chestnut Hill. Places to stay near Chestnut Hill are 548.57 ft² on average, with prices averaging US $202 a night.

Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Chestnut Hill with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.

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Top Hotels, Resorts, Rentals, Villas, Vacation Homes, Cottages, B&B and Cabins Accommodation Types in Chestnut Hill

Type Count
Vacation Homes 41
Holiday Apartments 18
Others 6
Cabin Rentals 5
Villas 5
Cottages 3

Use these Quick Filters to Find a Vacation Rental in Chestnut Hill

★ Pro Tip: Hotala has aggregated the supply of many of the leading websites including providers of short-term rentals, OTAs (including Booking.com, Agoda, Airbnb, and others). Use the Advanced Filter feature at the top to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and more. We want to help you find the hottest places and best places to stay in Chestnut Hill.

Weather in Chestnut Hill, MD

View the weather forecast for Chestnut Hill before booking your Chestnut Hill Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Stay Near Chestnut Hill's Top Attractions

Hotala can help you find hotels, resorts, and rentals near many of Chestnut Hill's top attractions, neighborhoods, and points of interest.


Ripken Stadium
Towson Town Center
White Marsh Mall
Hollywood Casino
Harford Community College
Goucher College
Conowingo Dam
Boordy Vineyards
Recher Theatre
Liriodendron Mansion
Havre de Grace Promenade
Harford Memorial Hospital
Harford Mall
Havre de Grace Decoy Museum
Cal Ripken Museum
DeJon Winery
Double Rock Park
Naylor Wine Cellars
Hampton National Historic Site
Holtwood Dam

Frequently Asked Questions About Chestnut Hill?

What are the top hotels or resorts in Chestnut Hill?

You have a lot of choices in or near Chestnut Hill. If you need a hotel in the Chestnut Hill area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Chestnut Hill:

How many vacation rentals have private pools in Chestnut Hill?

There are 2 accommodation options with private pools in or near Chestnut Hill. Top-rated hotels, resorts, and places to stay that have access to a swimming pool include:

Which hotel or resort in Chestnut Hill is best for families?

If you are looking for a family-friendly hotel, resort, or vacation home in Chestnut Hill, check out one of the following places to stay as all are highly-rated accommodation choices with excellent reviews for families or groups staying in Chestnut Hill:

How many hotels, resorts, or rentals are available in Chestnut Hill?

At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2025 is over 155 in the Chestnut Hill area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Chestnut Hill.


People Also Ask

There are 77 hotels in Chestnut Hill and 69 rentals

Recently Booked Hotels, Resorts, or Rentals in Chestnut Hill