Top Private Holiday Homes in Town of Dover in 2026

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Our top choices for Town of Dover holiday homes

A hot tub in a backyard with a house, trees, and a clear sky.

1. Las Flores Villa

New Preston

RM14,315 total

includes taxes & fees

14 Oct - 15 Oct

A modern kitchen with white cabinetry, a central island, and pendant lighting.

2. Blackwoods Old Country Home 5 Bedroom Home by RedAwning

Woodbury

A spacious living room with a large sofa set, a coffee table, and a fireplace.

3. HV Spacious Retreat Sleeps 13 w Hot Tub

Poughkeepsie

A large, two-story log cabin with a prominent front porch and a wrap-around deck.

4. Luxury Private Estate w Pool Near Rhinebeck

Red Hook

A covered outdoor deck with white metal furniture, a glass table, and a white fence.

5. High Street Hideaway

New Milford

A spacious living room with a large sliding glass door leading to a backyard, a wooden bookshelf, and a leather armchair.

6. Perfect Upstate Home in Rhinebeck w low Fees

Rhinebeck

7. Perfection on the Preserve

Sharon

A dining area with a wooden table and green chairs, a patterned wall, and a fireplace in the background.

8. Huge HV Retreat Pool spa Home Theater gym

Pleasant Valley

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Top Town of Dover Hotel Reviews

La Quinta Inn & Suites by Wyndham Danbury

10/10 Excellent

"Clean room ..good breakfast"

Hampton Inn & Suites Poughkeepsie

8/10 Good

"There was some initial confusion at check in as the front desk thought the room was serviced and available. The room was cleaned in a timely fashion. The staff was excellent , responding to all our requests. The price for the room with two double beds was outrageous. With fees and taxes the room was over 725.00 for one night. It is extremely difficult to book a hotel room directly and we are at the mercy of third party reservationists."

SureStay Plus Hotel by Best Western Highland Poughkeepsie

10/10 Excellent

"Everything we needed for our stay, clean room and friendly staff, easy to park was a plus!! Idk how hotels are ranked but this is definitely better than a 2star in my opinion. I have been all over the place staying in hotels and this was a great experience!! Especially if all you need is a place to clean up and lay your head, that’s all we usually use hotels for because we are always on the go doing activities when needing a hotel!"

Rocky River Inn

8/10 Good

"Although the property gives off Motel Vibes upon arrival, our room was delightful. It was a Junior Suite with a couch and 2 chairs plus a coffee table in the sitting area along with a Queen Size bed. The jacuzzi tub was a great addition to the large bathroom. Very clean and great for a weekend stay especially if you’re not going to spend much time at the property."

Find out more about Town of Dover

Town of Dover Private Holiday Homes information

Number of reviews
Accommodation	9 Private Holiday Homes
Lowest Price	RM14,315
Highest Price	RM14,315

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