Chestnut Hill Holiday Rentals

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Holiday Rentals in Chestnut Hill

Cheery, Peaceful Water Front Cabin on Winery Grounds

9.8 out of 10, Exceptional, (53)
"Great spot for a family of 4. Very quiet and clean."
The price is NZ$365
includes taxes & fees
7 Oct - 8 Oct
Cheery, Peaceful Water Front Cabin on Winery Grounds

Waterfront with spectacular view, close to restaurants and bars

9.8 out of 10, Exceptional, (53)
"We enjoyed our stay here! The place was incredibly clean and the view was perfect! "
Waterfront with spectacular view, close to restaurants and bars

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

9.8 out of 10, Exceptional, (151)
"The place was great, the host was great,"
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

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 NZ$730
includes taxes & fees
8 Oct - 9 Oct
Large Heated Pool & Hot Tub, Near Quantico DAY Parties and Cookouts Welcome

Waterfront Cottage with Pier & Boatlift on the Beautiful Potomac River

10.0 out of 10, Exceptional, (18)
"Great place! "
Waterfront Cottage with Pier & Boatlift on the Beautiful Potomac River

Waterfront Sunsets, Fishing, Boating, and Crabs! Paxs River, Budds Creek MIR.

10.0 out of 10, Exceptional, (14)
"Everything we needed, relaxing visit"
Waterfront Sunsets, Fishing, Boating, and Crabs! Paxs River, Budds Creek MIR.

Modern 3-bedroom house in Colonial Beach with access to pool and private hot tub

10.0 out of 10, Exceptional, (7)
"It was an absolute delight staying at this Colonial Beach rental! From the moment we arrived, we were charmed by its cozy and inviting atmosphere. The house was clean, beautifully decorated, and had everything we needed for a comfortable and relaxing getaway."
Modern 3-bedroom house in Colonial Beach with access to pool and private hot tub

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

Quantico Bungalow Marine Graduations FBI HQ Marines Potomac River Getaway

9.8 out of 10, Exceptional, (29)
"This property was just what we needed to break up our long drive. Two adults and two teens and we each had our own space to relax. Highly recommend staying here!"
Quantico Bungalow Marine Graduations FBI HQ Marines Potomac River Getaway

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

10.0 out of 10, Exceptional, (52)
"This is our second year staying in this beautiful cottage - just perfect for the three of us! Would highly recommend! "
Blue Heron Cottage is cozy & convenient. Renovated March 2023!

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

10.0 out of 10, Exceptional, (32)
"Loved everything!! Close to everything we wanted to visit, and plenty of space. Had everything we needed, especially kitchen needs. We hope to go back and rent again soon. "
Cottage on The Point! Bring your bikes & golf cart, and your pets!

Sail Away To

9.8 out of 10, Exceptional, (10)
"We stayed two nights June 11-13 and it is an excellent VRBO, clean, great location, great views, good parking space, with washer and dryer. The hosts are super, welcoming, and responsive. Highly recommended."
The price is NZ$511
includes taxes & fees
7 Oct - 8 Oct
Sail Away To

Luxurious 3 Bedroom Riverfront Condo with Private Deck

2.0 star property
10.0 out of 10, Exceptional, (13)
"The condo was clean, comfortable and spacious. We will be staying here again."
Luxurious 3 Bedroom Riverfront Condo with Private Deck

Inviting and Serene Home on Monroe Bay Creek

10.0 out of 10, Exceptional, (80)
"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

An upscale retreat across from the beach

10.0 out of 10, Exceptional, (2)
"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

Lovely 5 bedroom home with TVs in each room. Fast wi-fi, easy walk to beach.

10.0 out of 10, Exceptional, (20)
"I highly recommend this house. The house is clean and well stocked. Great backyard and location."
Lovely 5 bedroom home with TVs in each room. Fast wi-fi, easy walk to beach.

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

10.0 out of 10, Exceptional, (50)
"We had a lovely stay in the Beach House on Boundary. Updated, very clean house with lots of thought put into what a vacationer will need. Short walk to the beach, cute shops, and fun restaurants. Quiet community. Would definitely stay again."
Large Luxury 4 bed/3 bath Beach House-2 Blocks to beach, 1 Block to Bay

River Refresh - Waterfront with Spa on Placid Bay

10.0 out of 10, Exceptional, (18)
"We were in town for one night before the triathlon. Wish we had had more time to enjoy this beautiful house! We were able to fit 5 adults with no problem. It was a bit pricy, but well worth it for the location and size."
The price is NZ$879
includes taxes & fees
7 Oct - 8 Oct
River Refresh - Waterfront with Spa on Placid Bay

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

9.4 out of 10, Exceptional, (36)
"We spent a fun weekend at this property. Having lived in the area for 16 years I have driven by this gem countless times, always admiring it but I could never have imagined how nice, how peaceful a property it is. It's conveniently located close to everything but nestled away for privacy. The game room was a hit, the beds were comfortable and the kitchen well-stocked with everything you need for meals. I highly recommend it and will be glad to stay here again. Cheers! "
This cabin is a 3 bedroom(s), 3 bathrooms, located in Fredericksburg, VA.

Waterfront - renovated 3 bedrooms 2 full baths cottage

9.8 out of 10, Exceptional, (49)
"Stayed on the island with our family for 4 nights. Had a great time. House was exactly as described and pictures were very accurate. Host was quick and responsive. Overall a great stay. Would stay again. "
Waterfront - renovated 3 bedrooms 2 full baths cottage
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

Everything you need to know about Chestnut Hill holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chestnut Hill holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Chestnut Hill holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chestnut Hill holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chestnut Hill holiday rentals we have selected for you start as low as NZ$365 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chestnut Hill rentals

At Expedia, we put the best Chestnut Hill holiday 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 holiday.

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 holiday rental in Chestnut Hill?

Yes, there are holiday rentals close to the most popular sights in Chestnut Hill, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Chestnut Hill has to offer?

Waterfront with spectacular view, close to restaurants and bars: This holiday home rental outside of Chestnut Hill is located on a river, and has a patio, a garden and a BBQ 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 holiday with amenities such as 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. Caledon State Park and Bayside Marina are a couple of places you'll find in the wider area.

What are holiday rentals like in Chestnut Hill?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chestnut Hill. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for small groups.