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Dover Plains Vacation Rentals

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Vacation Rentals in Dover Plains

Property grounds
Mid-Century DJ’s Dream
10.0 out of 10, Exceptional, (13)
"Our stay was quite nice, the place looked as the pictures showed it to be which is just amazing. everything was music themed and our host had an amazing selection of vinyls. The only complaints I would say I had was the small flying bugs near the Tv and we weren’t provided paper towels. Overall it was a nice place for the night and the property itself was beautiful."
The price is $160
$233 total
includes taxes & fees
Jun 3 - Jun 4
Mid-Century DJ’s Dream
Game room
Peaceful apartment on 3.5 acres w/ artist studio.
10.0 out of 10, Exceptional, (11)
"Cute."
The price is $140
$214 total
includes taxes & fees
May 19 - May 20
Peaceful apartment on 3.5 acres w/ artist studio.
Property grounds
Beautiful Renovated 2BR 2B Direct Waterfront Candlewood Lake Home~Sunset Views!
10.0 out of 10, Exceptional, (15)
"The house was very clean and comfortable with really nice seating inside and out with great views of the lake. Our family really enjoyed"
Beautiful Renovated 2BR 2B Direct Waterfront Candlewood Lake Home~Sunset Views!
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Smart TV, fireplace
The Long View of Candlewood Lake
10.0 out of 10, Exceptional, (6)
"It was such a nice property and the host was amazing"
The Long View of Candlewood Lake
Property grounds
Lake Luxury
10.0 out of 10, Exceptional, (8)
"We loved our stay at this home. Plenty of space so we didn’t feel like we were on top of each other, gorgeous kitchen (plus a separate butler’s kitchen!), and lux bathrooms made this rental exactly what we needed. Thanks Gianna!"
Lake Luxury
Private kitchen
Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County
10.0 out of 10, Exceptional, (10)
"We had a lovely weekend at this updated farm house. The house is a great combination of old comfortable farm house and updated and clean kitchens and bathrooms. We loved having Artie, the kitty, as our welcoming party."
Restored Farm House in quaint Hudson Valley Town of Red Hook, Dutchess County
Property grounds
Spectacular Log Home Estate North Wing Apt
10.0 out of 10, Exceptional, (25)
"All as represented. Had everything we needed for a lovely home away from home!"
Spectacular Log Home Estate North Wing Apt
Property grounds
Candlewood Lake Retreat with year round views
10.0 out of 10, Exceptional, (6)
"This house was exactly as advertised and very charming. The owners were very easy to work with. We had a beautiful view of the lake from the porch. We would stay here again."
Candlewood Lake Retreat with year round views
Fridge, microwave, oven, stovetop
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
10.0 out of 10, Exceptional, (61)
"The property and house were beautiful, out of the way but beautiful. The fire pit, sunroom, and porch were amazing. It was great for decompressing after a West Point graduation. Thank you for sharing your little piece of heaven."
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Exterior
Cozy & Chic Cabin by the Lake, with access to private Beach!
10.0 out of 10, Exceptional, (7)
"Absolutely loved my stay. The host was incredibly accommodating and went above and beyond to make sure we had everything we needed. The space was stylish, clean, and cozy, with thoughtful touches throughout. The location was perfect, close to all the attractions yet tucked away in a quiet neighborhood. Would highly recommend to anyone looking for a comfortable and enjoyable stay!"
The price is $200
$426 total
includes taxes & fees
May 20 - May 21
Cozy & Chic Cabin by the Lake, with access to private Beach!
Outdoor pool
ValleyView-Ultimate 3BR Getaway w/Inground Pool by Fahnestock/Appalachian Trail
10.0 out of 10, Exceptional, (17)
"House is very cute. The scenery in early spring was amazing. Very quiet neighborhood. Conveniently located. Very clean. Beds were very comfortable. Had everything we needed."
The price is $157
$297 total
includes taxes & fees
May 28 - May 29
ValleyView-Ultimate 3BR Getaway w/Inground Pool by Fahnestock/Appalachian Trail
Outdoor dining
Lakeview Estate - Chef's Kitchen - NYC Getaway
10.0 out of 10, Exceptional, (17)
"We had a wonderful stay in the house. It has incredible views and the lake is beautiful."
The price is $465
$945 total
includes taxes & fees
May 23 - May 24
Lakeview Estate - Chef's Kitchen - NYC Getaway
Property grounds
Lakefront New York Abode w/ Deck, Grill & Fire Pit
10.0 out of 10, Exceptional, (3)
"Clean, spacious, and many activities in a nice quiet town. The house comfortably fit our 10 people."
Lakefront New York Abode w/ Deck, Grill & Fire Pit
Property grounds
Waterfront Luxury Lakehouse w/ Boat Dock & Kayaks. Priceless Views & Amenities.
10.0 out of 10, Exceptional, (5)
"This was a great location. Only changes I would make is a light under the eagle to find it better at night and to update the listing with the new photo of house with the blue paint."
Waterfront Luxury Lakehouse w/ Boat Dock & Kayaks. Priceless Views & Amenities.
Exterior
Traveling Nurse or Business Professional
10.0 out of 10, Exceptional, (7)
"The neighborhood was clean, upscale, and beautifully kept. It came with Candlewood Beach access. The second story suite was gorgeous, clean, and well apportioned. The bed was comfortable. The whole house was well maintained and a wonderful,"homey" feel to it. The Hostess was friendly, cheerful, and very accommodating. The house is on the hillside leading to Lake Candlewood. As can be imagined, the views from the windows were outstanding."
Traveling Nurse or Business Professional
Outdoor dining
Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!
10.0 out of 10, Exceptional, (32)
"Staying at Kerry’s was a dream! It was our family’s first Christmas without my dad. My moms wish was to have her children and grand children together in one place for the holiday. From the moment I reached out to Kerry I knew we had chosen the right place. She was incredibly kind and accommodating. The property and the views were stunning and immaculate. The house had everything we needed and more…I was surprised to find a beautiful Christmas tree upon arrival - making it feel like home away...
Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!
2 bedrooms, desk, iron/ironing board, free WiFi
Lower level apt in Spectacular Log Home Estate
10.0 out of 10, Exceptional, (9)
"The apartment is pretty great and the listing is accurate. Owners provide to parking spacing for the lower unit. Very spacious living room and dining room/ kitchen. 2 bedrooms can fit 6 or 7 people comfortably plus a very large couch in the living room. Only complaint we had was that as many reviews have said, the bathroom is not very big at all. Owners provide coffee, tea, powdered creamer, spices in the kitchen. Shampoo, body wash, lotion, hair dryer and some other basics in the...
Lower level apt in Spectacular Log Home Estate
Exterior
The Farm at Hyde Park
9.8 out of 10, Exceptional, (47)
"Very unusual, appealing proportions, well stocked, perfect location"
The Farm at Hyde Park
Bar (on property)
Romantic Log Cabin on Privately-Owned Lake with Fireplace
9.8 out of 10, Exceptional, (68)
"The cabin was wonderful and was stocked will everything we needed and more. The lake was both beautiful and private to just this cabin. The grounds had several trails that we enjoyed."
Romantic Log Cabin on Privately-Owned Lake with Fireplace
Fridge, microwave, stovetop, dishwasher
New Fairfield Home w/ Beach Access & Fire Pit
9.8 out of 10, Exceptional, (6)
"The house was perfect for our girls getaway. So cute. Plenty of space. Central location for us to explore neighboring towns. We loved it."
New Fairfield Home w/ Beach Access & Fire Pit
Don't see what you're looking for?
See all available properties in Dover Plains
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.

Dover Plains Vacation Rental Travel Info

Popular accommodation
Dover Plains private vacation homes
Known landmarks
Millbrook Vineyards and Winery, Wing's Castle and Trevor Zoo
International airports
Newburgh, NY (SWF-Stewart Intl.) and White Plains, NY (HPN-Westchester County)

Other types of properties in Dover Plains you may be interested in

Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
HYATT house Fishkill/Poughkeepsie
3.0 star property
8.6 out of 10, Excellent, (1000)
"Great"
The price is $142
$159 total
includes taxes & fees
May 26 - May 27
HYATT house Fishkill/Poughkeepsie
Suite, 2 Queen Beds, Non Smoking (Shower Only;with Sofabed) | Desk, laptop workspace, blackout drapes, iron/ironing board
Best Western Fishkill Inn & Suites
3.5 star property
8.6 out of 10, Excellent, (457)
"Very nice room. Seemed very clean. Only issue is when the people on the floor above me occupied their room, the noise from their walking on the floor above was very distinct/loud. Heels clicking loudly, squeaks/creaks from every footfall were heard clearly. Even the creaking of them going up the outside stairs was disturbing. Didn’t last long but woke me up. "
The price is $108
$121 total
includes taxes & fees
May 26 - May 27
Best Western Fishkill Inn & Suites
Bar (on property)
DoubleTree by Hilton Poughkeepsie
4.0 star property
8.2 out of 10, Very Good, (964)
"The signage for finding the hotel sucked. Basically no sign...they said they are awaiting approval from the city. We drove around the block 4 times before we found it. The food in the restaurant was terrible. The eggs benedict had hollandaise sauce that was like chicken gravy...inedible."
The price is $123
$143 total
includes taxes & fees
May 28 - May 29
DoubleTree by Hilton Poughkeepsie
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.

Everything you need to know about Dover Plains vacation rentals

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

Dover Plains vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Dover Plains. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Dover Plains in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $140 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Dover Plains rentals

At Expedia, we put the best Dover Plains vacation 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 Dover Plains 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 Dover Plains vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Dover Plains. 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

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. Orvis Sandanona Shooting Grounds and Kent Falls State Park 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.

Recent reviews of Dover Plains properties
Expedia verified reviews

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

5/5 Excellent
"Excellent all around! Highly recommend!"
A verified traveler stayed at Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Posted 2 days ago
Inn at Bellefield / Hyde Park, Residence Inn by Marriott