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Chestnut Hill Vacation Rentals

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Our top choices for Chestnut Hill vacation rentals

1. 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.
The price is CA $137
CA $336 total
includes taxes & fees
Sep 2 - Sep 3
Rest & Recharge, A-frame Cabin on Winery 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.
The price is CA $121
CA $460 total
includes taxes & fees
Sep 8 - Sep 9
7 Min to Beach, Huge Yard, Fire Pit, BBQ, Beach Gear & Cornhole, by A Haven Away

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
The price is CA $179
CA $420 total
includes taxes & fees
Sep 22 - Sep 23
Sail Away To

4. 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, (11 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.
The price is CA $276
CA $607 total
includes taxes & fees
Sep 2 - Sep 3
The ShellHunter getaway at Fairview Beach. The perfect place to disconnect.

5. 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.
The price is CA $339
CA $737 total
includes taxes & fees
Aug 30 - Aug 31
River Refresh - Waterfront with Spa on Placid Bay

6. Sail Away

Sail Away
Colonial Beach
9.8 out of 10, Exceptional, (13 reviews)
"we liked everything and location!!!"
United States
Shawn
The price is CA $179
CA $420 total
includes taxes & fees
Sep 22 - Sep 23
Sail Away

7. 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
The price is CA $302
CA $637 total
includes taxes & fees
Sep 9 - Sep 10
The Horseshoe Pond Cabin--15 min to historic Fredericksburg or Kings Dominion VA

8. Modern Private Lowerlevel Suite Parking + Wi-Fi Free

Modern Private Lowerlevel Suite Parking + Wi-Fi Free
Stafford
10.0 out of 10, Exceptional, (1 review)
"Great stay! Very clean, comfortable, and has everything you could need."
United States
Tara S.
The price is CA $224
CA $340 total
includes taxes & fees
Sep 3 - Sep 4
Modern Private Lowerlevel Suite Parking + Wi-Fi Free

9. Charming 6BR Colonial Beach Retreat, Walk to the Beach

Charming 6BR Colonial Beach Retreat, Walk to the Beach
Colonial Beach
The price is CA $436
CA $1,048 total
includes taxes & fees
Sep 8 - Sep 9
Charming 6BR Colonial Beach Retreat, Walk to the Beach

10. 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.
The price is CA $187
CA $467 total
includes taxes & fees
Sep 1 - Sep 2
Charming 3-bedroom bungalow in Quantico Town 2 King Beds Game Room Entire Home!

11. 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.
The price is CA $333
CA $803 total
includes taxes & fees
Aug 31 - Sep 1
Riverfront Retreat-HotTubIDock|Fenced YardINear DC

12. 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.
The price is CA $1,388
CA $2,124 total
includes taxes & fees
Sep 6 - Sep 7
43 acre private retreat for the whole family within minutes of DC

13. 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.
The price is CA $572
CA $1,145 total
includes taxes & fees
Sep 9 - Sep 10
Huge Farmstay w/ Pool, Animals, Pond, Event Barn, & Clubhouse w/ Game Room
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Chestnut Hill. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Updated home 2 blocks from water in Colonial Beach-come visit Driftwood Cottage!: This vacation home rental outside of Chestnut Hill offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What can I see and do in Chestnut Hill?

While you're exploring the area, Colonial Beach and Crow's Nest Natural Area Preserve 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.