Search Vacation Homes in Chestnut Hill

Plan, book, stay with confidence

Be picky

Search almost a million properties worldwide

Treat yourself

Change your mind

Book hotels with free cancellation

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Compare 77 Vacation Homes in Chestnut Hill with updated reviews, rates, and availability.

"We rented the right half of house. Property was clean and right on the lake with hiking trails and boat launch just around each corner. Would definitely stay here again. Only downfall is nearby train goes through often and location is about 30 minutes from shopping and restaurants. Parking at house is only for one small car, others must park in a lot about two houses down the road."

"Such a hidden gem of a spot! Pictures were exactly like the house and the owners were super responsive!"

"Wonderful experience in a beautiful home. Could live there! Perfect for our entire family. Appreciate how well appointed it was with supplies, linens, etc. Could have used one more bathroom but it didn't cramp our style. Thanks to the host for a memorable vacation! "

"We gathered together children and grandchildren to celebrate Christmas as a family."

"Stayed here several times. Love it. "

"Wonderful space, beautiful view. Only one issue that was quickly resolved. Would definitely stay there again"

"Rented house with our 2 grandkids 6 and 15 for Thanksgiving. They especially loved the yard and it’s an easy drive into Lancaster. Lots of space and great price per night. "

"Can’t wait to come back during warmer weather. It was a perfect over night stay. "

AED 2,379 total

includes taxes & fees

8 May - 9 May

"Cute bungalow near Timonium/Lutherville and Towson, very nicely decorated. Comfortable accommodations for our group of 6. Everything we needed and very clean! "

AED 1,005 total

includes taxes & fees

15 May - 16 May

"Clean with comfortable beds!"

"Wonderful place to stay!"

"This was our second time staying at the property in Drumore. Everyone had a great time and enjoyed our stay. "

"Host was excellent making sure we had everything we needed and more for a comfortable stay. The home was very cozy and comfortable like being in your own home. We will definitely be returning! "

"We throughly enjoyed our stay here! The house was absolutely spotless, check in was easy, and kitchen is well appointed. The views are beautiful too. Brian was super responsive and answered all of my questions. Can’t wait to go back! "

On the beach, sun loungers, beach towels

"From booking to check out Matt was great! Property was clean and felt like home. The water view was beautiful and just sitting out and enjoying the water from the deck, the kids were in the water our entire stay or fishing off the pier. We definitely will be booking again!"

"We enjoyed our Thanksgiving get away at this very cute waterfront cottage. Our stay was a extremely relaxing and enjoyable time. 😊👌👍"

"Stayed with my husband and 2 kids. The house is old, dirty, and the host clearly lied about number of bedrooms. It is 2 bedrooms, not 3. Furniture is old and broken. Pillows are stained. Carpet and entire house is dirty. There was no cleaning prior to our arrival. The kitchen had mops and cleaning supplies out, no trash bags in trashcan. The kitchen was not usable. Overall, it was a terrible stay, would not recommend, will never come back! "

AED 1,387 total

includes taxes & fees

5 May - 6 May