Dover Plains Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Dover Plains

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

Vacation Home in Fishkill

9.6 out of 10, Exceptional, (49)
"Nice place"
United States
mary B.
$280 nightly
The price is $316
Dec 8 - Dec 9
Total with taxes and fees
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Exterior
The Farm at Hyde Park

Vacation Home in Staatsburg

9.8 out of 10, Exceptional, (85)
"Nice stay in an interesting building in an amazing setting. "
United States
Kristen S.
The Farm at Hyde Park
Dining
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit

Vacation Home in Brookfield

9.6 out of 10, Exceptional, (4)
"The host was very kind and welcoming. The home was spacious and the perfect setting for our celebration weekend. Everyone had their own space and we had multiple spaces for group activities. We enjoyed our time and appreciate the hospitality. "
United States
Valerie V.
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit
1 bedroom, desk, free WiFi
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi

Apartment in Red Hook

9.4 out of 10, Exceptional, (11)
"The loft was easy to find and the perfect location for attending events at Bard and beery picking.Well stocked kitchen and spacious loving room."
United States
Nancy K.
$192 nightly
The price is $217
Dec 8 - Dec 9
Total with taxes and fees
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
Outdoor dining
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

Vacation Home in New Fairfield

9.2 out of 10, Wonderful, (34)
"It’s a great place to stay for the weekend. Has all the things you want to do to relax by the lake. "
United States
Meredith R.
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
Property grounds
Wappinger Cottage - Scandinavian retreat on a creek

Cottage in Poughkeepsie

10.0 out of 10, Exceptional, (23)
"This was the perfect get away spot! Serene location, lovely amenities, and a gracious host."
United States
Laurie C.
Wappinger Cottage - Scandinavian retreat on a creek
Outdoor dining
Mid-Century DJ’s Dream

Apartment in Staatsburg

10.0 out of 10, Exceptional, (44)
"Location is well furnished and near many attractionHost versatile and well versed"
United States
Alberto M.
$174 nightly
The price is $197
Dec 11 - Dec 12
Total with taxes and fees
Mid-Century DJ’s Dream
Children's area
Hickory on Willow Lake

Vacation Home in Fishkill

9.6 out of 10, Exceptional, (4)
"Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus"
United States
Rachel C.
$485 nightly
The price is $552
Dec 29 - Dec 30
Total with taxes and fees
Hickory on Willow Lake
Exterior
Rustic Cabin in Fishkill!

Cabin in Fishkill

10.0 out of 10, Exceptional, (3)
"Ideal cabin getaway. "
United States
Nadja E.
$398 nightly
The price is $452
Dec 8 - Dec 9
Total with taxes and fees
Rustic Cabin in Fishkill!
Property grounds
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

Vacation Home in Danbury

10.0 out of 10, Exceptional, (24)
"Beautiful property with amazing lake views and water access."
United States
Sophia C.
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
Outdoor dining
The Goshen Glass Chalet

Vacation Home in Goshen

9.6 out of 10, Exceptional, (42)
"The place was very nice met all of our expectations. "
United States
Marie G.
The Goshen Glass Chalet
Property grounds
Reset and Relax in Luxury Cottage

Cottage in Rhinebeck

10.0 out of 10, Exceptional, (45)
"Wonderful stay! Beautiful setting! Comfortable, well equipped. Sunny, quiet ... PERFECT! Looking forward to visiting in the future. Excellent communication with our host. "
United States
Madeleine D.
Reset and Relax in Luxury Cottage
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.

Cabin in Carmel

3.0 star property
10.0 out of 10, Exceptional, (3)
"It was great! We loved staying in this cute house. Proximity to the lake is great, and the backyard is quite beautiful."
United States
Varuna S.
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.
Dining tables
Chestnut on Willow Lake

Vacation Home in Fishkill

9.6 out of 10, Exceptional, (4)
"We really enjoyed the privacy of the grounds, lake, dock , swimming, boats and paddle boards. The kitchen was well equipped and the beds were comfy. We had a great stay, thanks."
United States
Doria W.
$615 nightly
The price is $701
Dec 8 - Dec 9
Total with taxes and fees
Chestnut on Willow Lake
Exterior
Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!

Vacation Home in New Fairfield

10.0 out of 10, Exceptional, (80)
"Beautiful fun home, great owner!"
United States
Robin B.
Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!
Exterior
Red Cottage - Lakeside Property!

Vacation Home in Fishkill

$646 nightly
The price is $736
Dec 8 - Dec 9
Total with taxes and fees
Red Cottage - Lakeside Property!
Interior
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY

Vacation Home in Poughkeepsie

10.0 out of 10, Exceptional, (2)
"Great host"
United States
Lindsey F.
$496 nightly
The price is $581
Dec 15 - Dec 16
Total with taxes and fees
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Outdoor dining
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger

Vacation Home in New Fairfield

9.8 out of 10, Exceptional, (35)
"Perfect location, well equipped from decks and dock, kayaks and fire pit. Beautiful well kept landscape. Nice open floor plan for family gatherings."
United States
Brian W.
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger
Outdoor spa tub
Awesome Lake Home with tons of fun!

Vacation Home in New Fairfield

2.0 star property
9.8 out of 10, Exceptional, (7)
"Great spot "
United States
Mike P.
$677 nightly
The price is $767
Dec 12 - Dec 13
Total with taxes and fees
Awesome Lake Home with tons of fun!
Outdoor dining
The House In Highland- Secluded Retreat

Vacation Home in Highland

10.0 out of 10, Exceptional, (18)
"Very nice location and private."
United States
Patrick P.
The House In Highland- Secluded Retreat
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 Dover Plains Hotel Reviews

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

10/10 Excellent
"The staff was very freindly and helpful. I thought this place was a great value. Clean room. Breakfast was good. I took advantage of the fitness room which was nice to have. Good location, close to restaurants and a grocery store. "
Mark 1-night trip
Posted 1 day ago
Quality Inn Hyde Park Poughkeepsie North

Find out more about Dover Plains

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 $197 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.

Explore a world of travel with Expedia

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?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This vacation home rental near Dover Plains offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with an oven, a microwave, and a coffee maker, so you can cook with friends or family. 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 4 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 Bull's Bridge 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.