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Chestnut Hill Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Chestnut Hill vacation rentals

Exterior

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

The ShellHunter getaway at Fairview Beach. The perfect place to disconnect.
King George
9.6 out of 10, Exceptional, (12 reviews)
"We had a great stay. We were there to see my son and grandson for the week. The property is in a quiet neighborhood. We enjoyed the local restaurant. Shelly was very responsive to our inquiries. We would definitely stay there again."
United States
Sean R.
$371 nightly
The price is $409
Sep 20 - Sep 21
Total with taxes and fees
The ShellHunter getaway at Fairview Beach. The perfect place to disconnect.
Property grounds

2. 7 Min to Beach, Huge Yard, Fire Pit, BBQ, Beach Gear & Cornhole, by A Haven Away

7 Min to Beach, Huge Yard, Fire Pit, BBQ, Beach Gear & Cornhole, by A Haven Away
Colonial Beach
9.4 out of 10, Exceptional, (13 reviews)
"Great place, super cute and walking distance to everything. Host was great!"
United States
Crystal W.
$274 nightly
The price is $305
Sep 7 - Sep 8
Total with taxes and fees
7 Min to Beach, Huge Yard, Fire Pit, BBQ, Beach Gear & Cornhole, by A Haven Away
Beach

3. Sail Away To

Sail Away To
Colonial Beach
9.6 out of 10, Exceptional, (17 reviews)
"The apartment was beautiful. he location made it easy to get around. Being able up front to the bay was awesome. Had my morning coffee on the deck."
United States
Christina
$292 nightly
The price is $296
Sep 22 - Sep 23
Total with taxes and fees
Sail Away To
Outdoor dining

4. River Refresh - Waterfront with Spa on Placid Bay

River Refresh - Waterfront with Spa on Placid Bay
Colonial Beach
10.0 out of 10, Exceptional, (24 reviews)
"Beautiful, clean, comfortable home in an idyllic location. "
United States
Kelly P.
$480 nightly
The price is $522
Sep 8 - Sep 9
Total with taxes and fees
River Refresh - Waterfront with Spa on Placid Bay
Property grounds

5. Sail Away

Sail Away
Colonial Beach
9.8 out of 10, Exceptional, (13 reviews)
"we liked everything and location!!!"
United States
Shawn
$286 nightly
The price is $290
Sep 23 - Sep 24
Total with taxes and fees
Sail Away
Exterior

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

Rest & Recharge, A-frame Cabin on Winery Grounds
Colonial Beach
9.8 out of 10, Exceptional, (71 reviews)
"Always a great stay! "
United States
Amy H.
$219 nightly
The price is $238
Sep 7 - Sep 8
Total with taxes and fees
Rest & Recharge, A-frame Cabin on Winery Grounds
Private kitchen

7. Luxury 3,000 Sq Ft Multi‑Suite Retreat • Designer Interiors • Workspaces

Luxury 3,000 Sq Ft Multi‑Suite Retreat • Designer Interiors • Workspaces
Welcome
$1,339 nightly
The price is $1,419
Sep 9 - Sep 10
Total with taxes and fees
Luxury 3,000 Sq Ft Multi‑Suite Retreat • Designer Interiors • Workspaces
Coffee/tea maker, fridge, microwave, oven

8. 43 acre private retreat for the whole family within minutes of DC

43 acre private retreat for the whole family within minutes of DC
Nanjemoy
10.0 out of 10, Exceptional, (2 reviews)
"Great place, very private with expansive outdoor space. Host were very accommodating. Will definitely book again."
United States
Khanh N.
$1,382 nightly
The price is $1,465
Sep 9 - Sep 10
Total with taxes and fees
43 acre private retreat for the whole family within minutes of DC
Lobby

9. Riverfront Retreat-HotTubIDock|Fenced YardINear DC

Riverfront Retreat-HotTubIDock|Fenced YardINear DC
port tobacco
10.0 out of 10, Exceptional, (13 reviews)
"We had a wonderful stay at this property and will definitely be back again!"
United States
Jeff and Nancy B.
$543 nightly
The price is $575
Sep 9 - Sep 10
Total with taxes and fees
Riverfront Retreat-HotTubIDock|Fenced YardINear DC
6 bedrooms, desk, iron/ironing board, travel crib

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

Huge Farmstay w/ Pool, Animals, Pond, Event Barn, & Clubhouse w/ Game Room
La Plata
9.6 out of 10, Exceptional, (4 reviews)
"Cane for a weekend of Faith and Fun and this is exactly what we needed. Comfortably suited our 10 needs and so much more. Peaceful, serene, beautiful animals, game room, so much to say. Hostess with the mostest!!!! Charity is a gem! My church family will be back!!!!!"
United States
Wadiya D.
$770 nightly
The price is $816
Sep 10 - Sep 11
Total with taxes and fees
Huge Farmstay w/ Pool, Animals, Pond, Event Barn, & Clubhouse w/ Game Room
Smart TV, fireplace

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

Modern Private Lowerlevel Suite Free Parking + Wi-Fi, close to Quantico
Stafford
10.0 out of 10, Exceptional, (1 review)
"Great stay! Very clean, comfortable, and has everything you could need."
United States
Tara S.
$211 nightly
The price is $245
Sep 10 - Sep 11
Total with taxes and fees
Modern Private Lowerlevel Suite Free Parking + Wi-Fi, close to Quantico
Smart TV, video games, foosball, table tennis

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

Charming 3-bedroom bungalow in Quantico Town 2 King Beds Game Room Entire Home!
Quantico
10.0 out of 10, Exceptional, (8 reviews)
"The host was communicative and helpful. Amenities were great and lay out of the space was inviting. "
United States
Bili M.
$321 nightly
The price is $366
Oct 5 - Oct 6
Total with taxes and fees
Charming 3-bedroom bungalow in Quantico Town 2 King Beds Game Room Entire Home!
Interior

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

The Black Log Cabin - Hot Tub & Game Room
Fredericksburg
8.0 out of 10, Very Good, (2 reviews)
"Fun, lots to do with kids!"
United States
Cecilia P.
$500 nightly
The price is $510
Sep 9 - Sep 10
Total with taxes and fees
The Black Log Cabin - Hot Tub & Game Room
Terrace/patio

14. The Horseshoe Pond Cabin--15 min to historic Fredericksburg or Kings Dominion VA

The Horseshoe Pond Cabin--15 min to historic Fredericksburg or Kings Dominion VA
Woodford
10.0 out of 10, Exceptional, (18 reviews)
"Amazing place, loved it!"
United States
Mike
$419 nightly
The price is $462
Sep 13 - Sep 14
Total with taxes and fees
The Horseshoe Pond Cabin--15 min to historic Fredericksburg or Kings Dominion VA
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

Hampton Inn Dahlgren

Hampton Inn Dahlgren

8/10 Good
"There was a damp “mildewish” smell in the room (327) as if the AC filters needed to be changed or condensate line needed to be cleaned."
Norma 2-night trip
Posted 2 hours ago
Hampton Inn Dahlgren

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 $238 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?

Waterfront with spectacular view, close to restaurants and bars: This vacation home rental outside of Chestnut Hill is located on a river and has a patio, a garden, and a barbecue grill 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 vacation with amenities like 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. Bayside Marina and George Washington Birthplace National Monument 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.