Chestnut Hill Vacation Rentals
Change your mind
Be picky
Check prices for these dates
Vacation Rentals in Chestnut Hill

Charming 1-bedroom house with AC and WiFi in quaint Montross
Charming 1-bedroom house with AC and WiFi in quaint Montross

Discover the charm of Colonial Beach
Discover the charm of Colonial Beach

Historic charm with modern amenities
Historic charm with modern amenities

The Lyellton House: 6 Bd 4Ba - Steps to Shops & Shore - Pet Friendly
The Lyellton House: 6 Bd 4Ba - Steps to Shops & Shore - Pet Friendly

Modern comfort... Bring your boat, walk to the beach. Dog friendly.
Modern comfort... Bring your boat, walk to the beach. Dog friendly.

4-bedroom house in wonderful Colonial Beach
4-bedroom house in wonderful Colonial Beach

7 mins to the beach! Fire Pit, BBQ, Games, Fully Equipped Kitchen & Beach Gear
7 mins to the beach! Fire Pit, BBQ, Games, Fully Equipped Kitchen & Beach Gear

River Refresh - Waterfront with Spa on Placid Bay
River Refresh - Waterfront with Spa on Placid Bay
Find out more about Chestnut Hill
Find out more about Chestnut Hill
Everything you need to know about Chestnut Hill vacation rentals
Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chestnut Hill vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.
Chestnut Hill vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in. The selection of Chestnut Hill vacation rentals we have selected for you start as low as CA $149 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 vacation 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 vacation.
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.
Recent reviews of Chestnut Hill properties
Recent reviews of Chestnut Hill properties

My Place Hotel - Dahlgren/King George, VA
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Trending destinations on Expedia.ca
- Canmore Vacation Rentals
- Maui Vacation Rentals
- Kelowna Vacation Rentals
- Whistler Vacation Rentals
- Florida Vacation Rentals
- Victoria Vacation Rentals
- Vancouver Vacation Rentals
- Palm Springs Vacation Rentals
- Tofino Vacation Rentals
- Calgary Vacation Rentals
- Costa Rica Vacation Rentals
- Vancouver Island Vacation Rentals
- Puerto Vallarta Vacation Rentals
- Hawaii Vacation Rentals
- Toronto Vacation Rentals
- Banff Vacation Rentals
- Penticton Vacation Rentals
- Osoyoos Vacation Rentals
- Mont Tremblant Vacation Rentals
- Big White Ski Resort Vacation Rentals
- Ontario Vacation Rentals
- British Columbia Vacation Rentals
- Prince Edward Island Vacation Rentals
- Québec Vacation Rentals