Chestnut Hill Vacation Rentals from $269: Search Short-Term Rentals

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Our top choices for Chestnut Hill vacation rentals

A backyard with a fire pit surrounded by green Adirondack chairs, a wooden fence, and a house with string lights.

1. 7 Min to Beach, Huge Yard, Fire Pit, BBQ, Beach Gear & Cornhole, by A Haven Away

Colonial Beach

Crystal W.

$298 nightly

Nov 1 - Nov 2

Total with taxes and fees

A two-story house with a front deck and a garage.

2. The ShellHunter getaway at Fairview Beach. The perfect place to disconnect.

King George

Debra W.

$351 nightly

Nov 2 - Nov 3

Total with taxes and fees

A wooden cabin with a balcony, surrounded by lush greenery and trees.

3. Rest & Recharge, A-frame Cabin on Winery Grounds

Colonial Beach

Amy H.

$247 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

4. Cozy 3 Bdrm home in King George. 5 mins to Dahlgren Naval Base and Southern MD

King George

Kelley M.

$226 nightly

Nov 1 - Nov 2

Total with taxes and fees

A waterfront hotel with a dock extending into the water, a large building with multiple floors, and a clear sky.

5. Sail Away To

Colonial Beach

Tina S.

$303 nightly

Nov 16 - Nov 17

Total with taxes and fees

A wooden gazebo with benches, a yellow-painted floor, and a view of the ocean.

6. 1 m. to Beaches & Town, Grill, Deck, Outdoor Seating

Colonial Beach

Cynthia H.

$436 nightly

Nov 1 - Nov 2

Total with taxes and fees

A deck with outdoor furniture overlooking a lake.

7. River Refresh - Waterfront with Spa on Placid Bay

Colonial Beach

Kelly P.

$491 nightly

Nov 3 - Nov 4

Total with taxes and fees

A modern living room with a large flat-screen TV mounted on a wooden wall with a chevron pattern. There is a fireplace below the TV, a console table with decorative items, and two potted plants.

8. Modern Private Lowerlevel Suite Free Parking + Wi-Fi, close to Quantico

Stafford

Tara S.

$211 nightly

Oct 31 - Nov 1

Total with taxes and fees

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Top Chestnut Hill Hotel Reviews

Best Western La Plata Inn

8/10 Good

"Great value for the money. Great customer service. King Suite was a nice room but recommend new pillows. Great location but a bit noisy during heavy traffic times. Average buffet"

My Place Hotel - Dahlgren/King George, VA

10/10 Excellent

"The rooms were clean and comfortable. The bathroom had plenty of counter space and was well lit and had a vent fan. The staff was friendly and helpful. We were surprised to have a room with a kitchenette for such a good rate. We'll be back when in the area!"

Smallwood St Park, Groups, Fire Pit, Blackstone, large parking area

10/10 Excellent

"We had a wonderful stay and would absolutely recommend this property! The home was exceptionally clean and had plenty of space for our group—it’s actually much larger than the pictures make it appear, which was a pleasant surprise.The house was incredibly comfortable, with excellent air conditioning, ceiling fans in every room, and multiple TVs throughout the home so everyone had a place to relax. The kitchen was fully stocked with cookware, dishes, utensils, and many thoughtful extras that made preparing meals easy.There were plenty of towels, sheets, and blankets for everyone, and having a washer and dryer available was a huge convenience during our stay.The layout is perfect for larger groups, with two full bathrooms plus a half bath that’s located in a common area but still feels private and convenient. Outside, the large fenced yard is beautifully maintained, giving everyone plenty of room to enjoy the outdoors.The owners have clearly put a great deal of care into the property. Helpful signs throughout the home answered many common questions, and it was reassuring to know they were nearby and eager to make sure guests had a comfortable stay. There was also ample parking for multiple vehicles.The home is a little off the beaten path, which makes it peaceful and quiet. If you’re traveling with a larger family or a group of friends, this is an amazing option."

Huge Farmstay w/ Pool, Animals, Pond, Event Barn, & Clubhouse w/ Game Room

10/10 Excellent

"Charity is a gem. She is an expert communicator. Always fast. Always thorough. Our multi-generational family enjoyed this property a lot. The pool was the highlight and was used everyday! All day!! We were delighted to find the home stocked with a tea and coffee station. We made great use of that. The kitchen was well stocked. Probably could have used a large frying pan or griddle to make large breakfast for everyone. We made due. Each bedroom had fun decor and great linens. The showers were clean and stocked with shampoo, conditioner, and body wash. There was ample space for all of our belongings and people. Each room has a huge TV so there were no fights over what to watch. The animals were friendly and nice to spectate. There is a huge game room with a pool table, air hockey, ping pong and board games. We wished we had gotten out to explore the property more but we really had so much fun just swimming in the pool. Would stay here again if we find ourselves in the area."

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Chestnut Hill in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $269 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

Frequently asked questions

Can I find a vacation rental in Chestnut Hill?

Yes, we give you a choice of vacation rentals near top attractions in Chestnut Hill, or you can go with a more secluded option if you want a relaxing place to stay.

What are some of the best vacation rentals in Chestnut Hill?

Private Retreat Bungalow-One Level, 2 blocks from Beach w/Porch & Deck: This vacation home rental outside of Chestnut Hill is located on the beach and has a patio, a garden, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

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. Caledon State Park and Bayside Marina 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 reserve for a few days or a quick weekend in Chestnut Hill. Vacation rentals offer amenities like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for families.

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Check prices for these dates

Our top choices for Chestnut Hill vacation rentals

1. 7 Min to Beach, Huge Yard, Fire Pit, BBQ, Beach Gear & Cornhole, by A Haven Away

2. The ShellHunter getaway at Fairview Beach. The perfect place to disconnect.

3. Rest & Recharge, A-frame Cabin on Winery Grounds

4. Cozy 3 Bdrm home in King George. 5 mins to Dahlgren Naval Base and Southern MD

5. Sail Away To

6. 1 m. to Beaches & Town, Grill, Deck, Outdoor Seating

7. River Refresh - Waterfront with Spa on Placid Bay

8. Modern Private Lowerlevel Suite Free Parking + Wi-Fi, close to Quantico

9. Sail Away

10. Charming 3-bedroom bungalow in Quantico Town 2 King Beds Game Room Entire Home!

11. 43 acre private retreat for the whole family within minutes of DC

12. Riverfront Retreat-HotTubIDock|Fenced YardINear DC

13. Huge Farmstay w/ Pool, Animals, Pond, Event Barn, & Clubhouse w/ Game Room

14. The Black Log Cabin - Hot Tub & Game Room

Find vacation rentals that suit your style

Top Chestnut Hill Hotel Reviews

Best Western La Plata Inn

My Place Hotel - Dahlgren/King George, VA

Hampton Inn Dahlgren

Red Roof Inn Dahlgren - Naval Base

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

Rest & Recharge, A-frame Cabin on Winery Grounds

Colonial Beach Plaza Bed & Breakfast

Smallwood St Park, Groups, Fire Pit, Blackstone, large parking area

Huge Farmstay w/ Pool, Animals, Pond, Event Barn, & Clubhouse w/ Game Room

Find out more about Chestnut Hill

Frequently asked questions

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