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Dover Plains Vacation Rentals

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Vacation Rentals in Dover Plains

The Farm at Hyde Park

9.8 out of 10, Exceptional, (71)
"Great location to the historic sites and the areas that I wanted to for me personally. Host was great, kind and informative."
The Farm at Hyde Park

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

9.8 out of 10, Exceptional, (18)
"Communication was easy, location and parking was great! Very clean and cozy!"
The price is ¥37,791
¥47,703 total
includes taxes & fees
Jul 7 - Jul 8
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Lake Carmel Access: Waterfront Home w/ Deck!

Lake Carmel Access: Waterfront Home w/ Deck!

Mid-Century Seclusion: An Architectural Marvel w/ Hot Tub

10.0 out of 10, Exceptional, (1)
"peaceful"
Mid-Century Seclusion: An Architectural Marvel w/ Hot Tub

THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi

The price is ¥21,157
¥35,818 total
includes taxes & fees
Jul 5 - Jul 6
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

10.0 out of 10, Exceptional, (81)
"The house was super clean and very easy to take care of while we were here. It was perfect for a remote getaway, hiking and just being quiet. "
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

Cozy Escape -Strong Wi-Fi -Prime Location

7.4 out of 10, Good, (3)
"The property was perfect for our little weekend getaway. It was very clean and cozy and the host Christina made it so easy for check in and was available for any questions. We would definitely stay again."
The price is ¥18,159
¥52,240 total
includes taxes & fees
Jul 2 - Jul 3
Cozy Escape -Strong Wi-Fi -Prime Location

Immaculate waterfront home nestled in the Litchfield hills w/ tons of...

9.6 out of 10, Exceptional, (24)
"Overall it was a great location for a relaxing girls trip. The hot tub and sunroom were great places to hang out. The pictures were very accurate of the house. We did have some issues with cleanliness and pests that we were not expecting. We would recommend it for a relaxing lakefront thing stay."
Immaculate waterfront home nestled in the Litchfield hills w/ tons of...

Lakefront Summer Spectacular in New England Just 2 Hours From NYC

10.0 out of 10, Exceptional, (72)
"The host was great and the property had everything we wanted and more. We will be back."
Lakefront Summer Spectacular in New England Just 2 Hours From NYC

Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

10.0 out of 10, Exceptional, (15)
"Wonderful, comfortable home! Clean, user-friendly with great views!"
The price is ¥65,609
¥126,517 total
includes taxes & fees
Jun 26 - Jun 27
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

The House In Highland- Secluded Retreat

10.0 out of 10, Exceptional, (5)
The House In Highland- Secluded Retreat

Charming Cabin in Fishkill!

The price is ¥43,827
¥61,923 total
includes taxes & fees
Jun 26 - Jun 27
Charming Cabin in Fishkill!

NEW Candlewood Lake 4BR 2BA Direct Waterfront Home Dock~Fire Pit~Winter Special!

10.0 out of 10, Exceptional, (6)
"We had a wonderful vacation with our grandchildren and family. The children lived in the water if not kayaking or water boards they were fishing!! Rainy days puzzles were our entertainment the summer house provided everything one wanted or needed. It was a very delightful vacation"
NEW Candlewood Lake 4BR 2BA Direct Waterfront Home Dock~Fire Pit~Winter Special!

Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!

9.4 out of 10, Exceptional, (91)
"This is a beautiful home even if you live in the area and just want to spend the weekend at the lake, it’s a perfect getaway. We love that it was dog friendly. The host was wonderful and very accommodating. The house came stocked with everything that you would need for a perfect stay. "
Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!

Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!

10.0 out of 10, Exceptional, (41)
"Had an amazing stay. House was stocked with all of the essentials. Fantastic location. Would definitely stay again!"
Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!

Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!

10.0 out of 10, Exceptional, (188)
"The cabin is nestled in a wooded area and the bay window views of the lake while relaxing in front of the fireplace ablaze was perfect! "
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!

Rhinebrook Estate - 8 Bed/8Bath (Sleeps 20)

10.0 out of 10, Exceptional, (11)
"This house was great for our group of 19 people. We went to celebrate my moms birthday and she had the best weekend. The living room is a great place for everyone to hang and the amenities were amazing. We were able to use the hot tub, go in the sauna, play pool/foosball, and it's in a great location. Highly recommend this property and they were also very easy to communicate with. "
The price is ¥134,111
¥308,553 total
includes taxes & fees
Jun 26 - Jun 27
Rhinebrook Estate - 8 Bed/8Bath (Sleeps 20)

1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

9.0 out of 10, Wonderful, (34)
"Perfect spot for a get together with friends... kitchen, dining room and living room all connected so you're always together and not missing out on the fun. Comfy couches and plenty of space for large board games."
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

Dog-Friendly Fishkill Tiny House in Wine Country

2.0 star property
10.0 out of 10, Exceptional, (2)
"Warm touch. "
Dog-Friendly Fishkill Tiny House in Wine Country

The Long View of Candlewood Lake

10.0 out of 10, Exceptional, (22)
"A great place to stay with the family! "
The Long View of Candlewood Lake
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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Frequently asked questions

Are there vacation rentals in Dover Plains?

Yes, we give you a choice of vacation rentals close to well known local attractions in Dover Plains, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best vacation rentals that Dover Plains has to offer?

The Farm at Hyde Park: This vacation home rental near Dover Plains is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Dover Plains?

Choose from 5 Expedia vacation rentals in Dover Plains for a memorable vacation.

What’s there to see and do in Dover Plains?

While exploring the area, visit family-friendly sights like Mid-Hudson Civic Center, or get outside and enjoy nature at Dover Plains Stone Church. Dover Town Hall and Orvis Sandanona Shooting Grounds are a couple of places you'll find in the larger area.

What’s a vacation rental in Dover Plains like?

A vacation rental is a private property you can book for short or long periods in Dover Plains. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from public hotel elevators and busy lobbies while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for families.