Chestnut Hill Vacation Rentals

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Sep 3 - Sep 4
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Sep 4 - Sep 5
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Sep 5 - Sep 7
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Sep 12 - Sep 14

Vacation Rentals in Chestnut Hill

Cheery, Peaceful Water Front Cabin on Winery Grounds
TV, fireplace, DVD player, books

Cheery, Peaceful Water Front Cabin on Winery Grounds

9.8 out of 10, Exceptional, (52)
"Quiet, cozy and private cabin stocked with everything you need!We enjoyed fishing in the pond and dining at High Tides in Colonial Beach.Also visited Westmoreland State Park for hiking & more fishing!We definitely hope to return!"
The price is ￥14,430
￥36,214 total
includes taxes & fees
Sep 9 - Sep 10
Cheery, Peaceful Water Front Cabin on Winery Grounds
Waterfront with spectacular view, close to restaurants and bars
Interior

Waterfront with spectacular view, close to restaurants and bars

10.0 out of 10, Exceptional, (44)
"Everything was great. "
Waterfront with spectacular view, close to restaurants and bars
Sunnyside Up - Small Dog Friendly Waterfront Cottage
Beach

Sunnyside Up - Small Dog Friendly Waterfront Cottage

9.8 out of 10, Exceptional, (20)
"My wife and I truly enjoyed our stay in colonial Beach! The cabin was very nicely decorated and furnished a well equipped kitchen, and we had great conversation via messaging in person with the owners of the property. We would definitely stay there again."
Sunnyside Up - Small Dog Friendly Waterfront Cottage
3-bedroom house in charming Colonial Beach with AC, WiFi
Dining

3-bedroom house in charming Colonial Beach with AC, WiFi

10.0 out of 10, Exceptional, (4)
"- house was great!- AC worked great!- our kids loved the crayons and all the kids toys!- highly recommend to stay here!"
3-bedroom house in charming Colonial Beach with AC, WiFi
An upscale retreat across from the beach
Fridge, microwave, oven, stovetop

An upscale retreat across from the beach

10.0 out of 10, Exceptional, (1)
"As always this is a great location and nice place to stay. Has everything you need and looking forward to next year if not sooner. Thanks Terry!"
An upscale retreat across from the beach
Large Luxury 4 bed/3 bath Beach House-2 Blocks to beach, 1 Block to Bay
Fridge, microwave, oven, stovetop

Large Luxury 4 bed/3 bath Beach House-2 Blocks to beach, 1 Block to Bay

10.0 out of 10, Exceptional, (49)
"Wonderful golf cart community to explore the town with. The home was clean, lovely and perfect for our family. Only a short walk to the beach. We spent the day playing volleyball and exploring town. We are excited to come back during the summer. Diana was communicative and helpful with any questions we had. Wonderful spring break vacation. "
Large Luxury 4 bed/3 bath Beach House-2 Blocks to beach, 1 Block to Bay
Waterfront Cottage with Pier & Boatlift on the Beautiful Potomac River
Property grounds

Waterfront Cottage with Pier & Boatlift on the Beautiful Potomac River

10.0 out of 10, Exceptional, (16)
"Great place! "
Waterfront Cottage with Pier & Boatlift on the Beautiful Potomac River
Sail Away
TV

Sail Away

10.0 out of 10, Exceptional, (5)
"Loved the View from inside the condo and on the balcony. Has everything you need and is new and clean. Right on the boardwalk with beach and res"
The price is ￥18,398
￥43,182 total
includes taxes & fees
Sep 16 - Sep 17
Sail Away
Blue Heron Cottage is cozy & convenient. Renovated March 2023!
Beach nearby

Blue Heron Cottage is cozy & convenient. Renovated March 2023!

10.0 out of 10, Exceptional, (52)
"As advertised, had a great time!"
Blue Heron Cottage is cozy & convenient. Renovated March 2023!
This cabin is a 3 bedroom(s), 3 bathrooms, located in Fredericksburg, VA.
TV

This cabin is a 3 bedroom(s), 3 bathrooms, located in Fredericksburg, VA.

9.4 out of 10, Exceptional, (36)
"The property was as advertised and clean. Had an issue with air conditioning. Need to supply soap and shampoo. Overall good place."
This cabin is a 3 bedroom(s), 3 bathrooms, located in Fredericksburg, VA.
Cottage on The Point! Bring your bikes & golf cart, and your pets!
Property grounds

Cottage on The Point! Bring your bikes & golf cart, and your pets!

10.0 out of 10, Exceptional, (30)
"Nice little beach cottage with a great host. Just a few blocks from the beach. Would stay again!"
Cottage on The Point! Bring your bikes & golf cart, and your pets!
Charming 2 Bedroom Downtown Vacation Rental: Stroll to Shops and River with Ease
Fridge, microwave, oven, stovetop

Charming 2 Bedroom Downtown Vacation Rental: Stroll to Shops and River with Ease

10.0 out of 10, Exceptional, (16)
"Perfect spot in charming Colonial Beach. Spacious, clean and convenient to everything. Loved our stay and plan to return!"
Charming 2 Bedroom Downtown Vacation Rental: Stroll to Shops and River with Ease
< 1 Mi to Colonial Beach: Coastal Gem w/ 2 Porches
Exterior

< 1 Mi to Colonial Beach: Coastal Gem w/ 2 Porches

< 1 Mi to Colonial Beach: Coastal Gem w/ 2 Porches
5 BR King Beds Game Room Yard Family Home Explore DC Quantico Stafford
Property grounds

5 BR King Beds Game Room Yard Family Home Explore DC Quantico Stafford

10.0 out of 10, Exceptional, (12)
"An absolutely beautiful stay, Jennifer was easy to communicate with. Enjoyed every bit of it. It is a bit tucked away from main roads but nothing too crazy."
5 BR King Beds Game Room Yard Family Home Explore DC Quantico Stafford
Large Heated Pool & Hot Tub, Near Quantico DAY Parties and Cookouts Welcome
Outdoor pool, a heated pool

Large Heated Pool & Hot Tub, Near Quantico DAY Parties and Cookouts Welcome

9.8 out of 10, Exceptional, (93)
"Ricky is a great and friendly host. The stay very relaxing and fun. "
The price is ￥32,513
￥65,955 total
includes taxes & fees
Oct 1 - Oct 2
Large Heated Pool & Hot Tub, Near Quantico DAY Parties and Cookouts Welcome
Coastal Charm and Convenience: Luxurious 5-Bedroom Just Steps From Downtown
Fridge, microwave, oven, stovetop

Coastal Charm and Convenience: Luxurious 5-Bedroom Just Steps From Downtown

9.8 out of 10, Exceptional, (19)
"Very clean, great location, and comfortable beds, we had a great time. Walking distance to bars, restaurants, and coffee shops. Very convenient, and the owner was easy to work with. "
Coastal Charm and Convenience: Luxurious 5-Bedroom Just Steps From Downtown
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Property grounds

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

9.8 out of 10, Exceptional, (146)
"We enjoyed our stay at the waterfront cottage with yoga on the dock in the morning, afternoon kayaking and dinner at Captain Billy’s Seafood restaurant. Down time spent reading and nature watching made the for the perfect weekend."
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Luxurious 3 Bedroom Riverfront Condo with Private Deck
Fridge, microwave, oven, stovetop

Luxurious 3 Bedroom Riverfront Condo with Private Deck

2.0 star property
10.0 out of 10, Exceptional, (12)
"this lovely condo was right in the middle of everything. Very nice and really clean! thoroughly enjoyed our stay!"
Luxurious 3 Bedroom Riverfront Condo with Private Deck
Inviting and Serene Home on Monroe Bay Creek
Pool

Inviting and Serene Home on Monroe Bay Creek

10.0 out of 10, Exceptional, (77)
"This was a fantastic property, well-provisioned, the host was AMAZINGLY responsive and kind after our trip got off to a bit of a rough start. We really enjoyed our stay here!"
Inviting and Serene Home on Monroe Bay Creek
Picture Perfect Waterfront in town Sleeps 6 Expansive Outdoor dining area
Beach

Picture Perfect Waterfront in town Sleeps 6 Expansive Outdoor dining area

10.0 out of 10, Exceptional, (42)
"We were very impressed with the location and cleanliness of the house. The information on the history of the town and great places to eat or activities in the area was helpful. We would rent from this owner again. "
Picture Perfect Waterfront in town Sleeps 6 Expansive Outdoor dining area
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

Find out more about Chestnut Hill

Search for holiday rentals in Chestnut Hill on Expedia! You can easily find your home rentals, villas, holiday apartments in Chestnut Hill using one of the methods below:

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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?

Coastal Charm and Convenience: Luxurious 5-Bedroom Just Steps From Downtown: This vacation home rental outside of Chestnut Hill is on a river and equipped with air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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.