Holiday Rentals in Chestnut Hill

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Our top choices for Chestnut Hill holiday rentals

9.8 out of 10, Exceptional, (58 reviews)
"Very quiet and great location."
United States
Cindy B.
The price is €165
includes taxes & fees
2 Mar - 3 Mar
Rest & Recharge, A-frame Cabin on Winery Grounds
9.2 out of 10, Wonderful, (10 reviews)
"We stayed for 2 nights in the fall for a family event at Stratford Harbor. The house was pristine and cozy. Loved the fenced backyard for the pets and the walk ability of the town. The host and back up host were VERY responsive."
United States
Saundra B.
The price is €263
includes taxes & fees
4 Mar - 5 Mar
7 mins to the beach! Fire Pit, BBQ, Games, Fully Equipped Kitchen & Beach Gear

Apartment in Colonial Beach

Sail Away
9.8 out of 10, Exceptional, (9 reviews)
"Stay was wonderful!"
United States
Karen H.
The price is €242
includes taxes & fees
1 Mar - 2 Mar
Sail Away
10.0 out of 10, Exceptional, (13 reviews)
"We really enjoyed our stay. The property is ao nice with the firepit and pond. House was clean and neatly decorated. "
United States
Brian W.
The price is €392
includes taxes & fees
28 Feb - 1 Mar
The Horseshoe Pond Cabin--15 min to historic Fredericksburg or Kings Dominion VA
10.0 out of 10, Exceptional, (20 reviews)
"Fantastic amenities, beautiful view, cosy yet spacious!"
United States
Aaron M.
The price is €443
includes taxes & fees
30 Mar - 31 Mar
River Refresh - Waterfront with Spa on Placid Bay
10.0 out of 10, Exceptional, (9 reviews)
"Our stay was lovely. Property , location and host were excellent Would definitely book again"
United States
Guðmundur Þór J.
The price is €487
includes taxes & fees
4 Mar - 5 Mar
Riverfront Retreat-HotTubIDock|Fenced YardINear DC

Holiday Home in King George

Touch of Grace ~ Cozy 2BR, 1Ba Apartment
The price is €237
includes taxes & fees
28 Feb - 1 Mar
Touch of Grace ~ Cozy 2BR, 1Ba Apartment
The price is €164
includes taxes & fees
2 Mar - 3 Mar
Cozy 3 Bdrm home in King George. 5 mins to Dahlgren Naval Base and Southern MD
9.8 out of 10, Exceptional, (15 reviews)
"We love going to Colonial Beach. This house offered everything we were looking for in a mini vacation."
United States
Anonymous traveller
The price is €336
includes taxes & fees
28 Feb - 1 Mar
Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach
9.8 out of 10, Exceptional, (17 reviews)
"Grass needed cut Should trim the bushes coming in and out of the driveway to make it easier to see the road getting out Overall, enjoy my stay we had a great time"
United States
Debra M.
The price is €493
includes taxes & fees
3 Mar - 4 Mar
5 BR King Beds Game Room Yard Family Home Explore DC Quantico Stafford
The price is €310
includes taxes & fees
30 Mar - 31 Mar
Newly built modern 2-bedroom basement house in perfect Stafford with amenities.

Apartment in Colonial Beach

Sail Away To
9.4 out of 10, Exceptional, (13 reviews)
"Perfect location and perfect property! The condo was great for our anniversary! The furnishings and amenities were top notch! We would go back again 100%. Recommend renting a golf cart. All of the places to eat are locally owned supporting small business in this community is a great feeling! The owner was so great to communicate with, so very helpful! "
United States
Katherine C.
The price is €242
includes taxes & fees
1 Mar - 2 Mar
Sail Away To

Holiday Home in Caret

Stunning 90-Acre Home with Pond
The price is €488
includes taxes & fees
30 Mar - 31 Mar
Stunning 90-Acre Home with Pond
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

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, apart-hotels, 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 €165 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

Can I find a holiday rental 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?

Waterfront with spectacular view, close to restaurants and bars: This holiday home rental outside of Chestnut Hill is located on a river, and has a patio, a garden and a BBQ 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 holiday with amenities such as a selection of books.

What can I see and do in Chestnut Hill?

While you're exploring the area, Colonial Beach and Westmoreland State Park are a couple of picturesque spots to get outside and enjoy nature. James Monroe Birthplace and Bayside Marina 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 provide amenities such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for small groups.