Default HTG hotel image

Chestnut Hill Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Chestnut Hill vacation rentals

Exterior

1. 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 AED 900
AED 1,966 total
includes taxes & fees
30 Aug - 31 Aug
River Refresh - Waterfront with Spa on Placid Bay
Exterior

2. 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 AED 731
AED 1,616 total
includes taxes & fees
1 Sep - 2 Sep
The ShellHunter getaway at Fairview Beach. The perfect place to disconnect.
Exterior

3. 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 AED 364
AED 883 total
includes taxes & fees
1 Sep - 2 Sep
Rest & Recharge, A-frame Cabin on Winery Grounds
Property grounds

4. 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 AED 448
AED 1,091 total
includes taxes & fees
22 Sep - 23 Sep
Sail Away
Lobby

5. 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 AED 884
AED 2,140 total
includes taxes & fees
31 Aug - 1 Sep
Riverfront Retreat-HotTubIDock|Fenced YardINear DC
Property grounds

6. 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 AED 349
AED 1,276 total
includes taxes & fees
9 Sep - 10 Sep
7 Min to Beach, Huge Yard, Fire Pit, BBQ, Beach Gear & Cornhole, by A Haven Away
Terrace/patio

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 AED 801
AED 1,706 total
includes taxes & fees
8 Sep - 9 Sep
The Horseshoe Pond Cabin--15 min to historic Fredericksburg or Kings Dominion VA
Dining

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

Charming 6BR Colonial Beach Retreat, Walk to the Beach
Colonial Beach
The price is AED 1,157
AED 2,780 total
includes taxes & fees
7 Sep - 8 Sep
Charming 6BR Colonial Beach Retreat, Walk to the Beach
Smart TV, video games, foosball, table tennis

9. 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 AED 496
AED 1,244 total
includes taxes & fees
31 Aug - 1 Sep
Charming 3-bedroom bungalow in Quantico Town 2 King Beds Game Room Entire Home!
Smart TV, fireplace

10. 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 AED 595
AED 914 total
includes taxes & fees
3 Sep - 4 Sep
Modern Private Lowerlevel Suite Parking + Wi-Fi Free
Beach

11. 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 AED 448
AED 1,091 total
includes taxes & fees
22 Sep - 23 Sep
Sail Away To
6 bedrooms, desk, iron/ironing board, travel crib

12. 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 AED 1,426
AED 2,928 total
includes taxes & fees
2 Sep - 3 Sep
Huge Farmstay w/ Pool, Animals, Pond, Event Barn, & Clubhouse w/ Game Room
Coffee/tea maker, fridge, microwave, oven

13. 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 AED 3,364
AED 5,388 total
includes taxes & fees
7 Sep - 8 Sep
43 acre private retreat for the whole family within minutes of DC
Interior

14. 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.
The Black Log Cabin - Hot Tub & 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chestnut Hill Hotel Reviews

Colonial Beach Plaza Bed & Breakfast

Colonial Beach Plaza Bed & Breakfast

10/10 Excellent
"Beautiful place and amazing owners"
Deborah 2-night trip
Posted 2 days ago
Colonial Beach Plaza Bed & Breakfast

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 Westmoreland State Park are a couple of picturesque spots to get outside and enjoy nature. Bayside Marina and Ingleside Vineyards 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.