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Dover Plains Vacation Rentals

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Nov 14 - Nov 16

Vacation Rentals in Dover Plains

Exterior detail
CT Gate House Goshen CT, Gate House Goshen CT
CT Gate House Goshen CT, Gate House Goshen CT
2.5 star property
9.8 out of 10, Exceptional, (7)
"Wonderful stay. It really is a gate house. The property is beautiful and the house is spacious. If I was eloquent,I could go on and on... "
United States
Wilford
$634 nightly
The price is $652
Nov 4 - Nov 5
Total with taxes and fees
CT Gate House Goshen CT, Gate House Goshen CT
Property grounds
Private Studio Close to Downtown Rhinebeck
Private Studio Close to Downtown Rhinebeck
10.0 out of 10, Exceptional, (25)
"This a an adorable, well designed, spotless space which was perfect for our over night stay in Rhinebeck. Property a quick walk away from the fairgrounds and downtown was also walkable…the host was absolutely amazing with great communication and detailed instructions! "
United States
Kathy
$218 nightly
The price is $246
Nov 5 - Nov 6
Total with taxes and fees
Private Studio Close to Downtown Rhinebeck
Game room
Peaceful apartment on 3.5 acres w/ artist studio.
Peaceful apartment on 3.5 acres w/ artist studio.
9.6 out of 10, Exceptional, (19)
"This adorable cottage attached to the main house was fabulous for my wife and I for 4 nights! It has a little kitchen, space heaters everywhere (us southerners can’t handle the New England winters like we used to!) and was very clean! We have never stayed in an attached rental before and I would say we would be open to exploring more because of our experience! "
United States
Mike M.
$171 nightly
The price is $194
Nov 5 - Nov 6
Total with taxes and fees
Peaceful apartment on 3.5 acres w/ artist studio.
Outdoor dining
Mid-Century DJ’s Dream
Mid-Century DJ’s Dream
10.0 out of 10, Exceptional, (41)
"Great place to stay! Close to many attractions by car - most 10-15 minutes. Clean and comfortable. Kevin has lots of great suggestions on places to go and restaurants."
United States
Anonymous traveler
$173 nightly
The price is $195
Nov 5 - Nov 6
Total with taxes and fees
Mid-Century DJ’s Dream
Fridge, microwave, oven, stovetop
Cozy Escape -Strong Wi-Fi -Prime Location
Cozy Escape -Strong Wi-Fi -Prime Location
7.0 out of 10, Good, (4)
"Apartment was clean but certain areas seemed to have litter box smell. This apartment is located up some narrow stairs. I didn't feel like the listing accurately explained that. We had one in our group that uses a cane & has a lot of difficulty with stairs so we intentionally search for ADA friendly - no stairs required and so when we had the stairs felt as it wasn't an accurate listing. Also listing shows parking onsite. It is actually street parking - luckily on our second time around the...
United States
Laurie H.
$257 nightly
The price is $301
Nov 4 - Nov 5
Total with taxes and fees
Cozy Escape -Strong Wi-Fi -Prime Location
1 bedroom, WiFi, bed sheets
Charming 1-bedroom apartment in Carmel with WiFi, AC
Charming 1-bedroom apartment in Carmel with WiFi, AC
9.0 out of 10, Wonderful, (2)
"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "
United States
Emmett
$237 nightly
The price is $256
Nov 4 - Nov 5
Total with taxes and fees
Charming 1-bedroom apartment in Carmel with WiFi, AC
Property grounds
The Hideaway
The Hideaway
10.0 out of 10, Exceptional, (6)
"Me and my family stayed here for a quick get-away out of the city. Very pretty location, and loved our stay here! Thanks!"
United States
Rick C.
$292 nightly
The price is $316
Nov 4 - Nov 5
Total with taxes and fees
The Hideaway
Property grounds
Hudson Valley Farm Getaway- West/Llama Lover Lane
Hudson Valley Farm Getaway- West/Llama Lover Lane
2.0 star property
9.6 out of 10, Exceptional, (5)
"Perfect little apartment on an amazing farm property...thanks for having us and look forward to returning! "
United States
ADRIENNE
$192 nightly
The price is $208
Nov 4 - Nov 5
Total with taxes and fees
Hudson Valley Farm Getaway- West/Llama Lover Lane
King Bed Private Parking Fast Internet
King Bed Private Parking Fast Internet
$232 nightly
The price is $271
Nov 5 - Nov 6
Total with taxes and fees
King Bed Private Parking Fast Internet
3 bedrooms, iron/ironing board, travel crib, WiFi
"Country outside the city " 3 bedrooms 2 full bathrooms
"Country outside the city " 3 bedrooms 2 full bathrooms
2.0 star property
9.6 out of 10, Exceptional, (4)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
$531 nightly
The price is $600
Dec 1 - Dec 2
Total with taxes and fees
"Country outside the city " 3 bedrooms 2 full bathrooms
Fridge, microwave, oven, stovetop
Lux APT Your home away from home.
Lux APT Your home away from home.
10.0 out of 10, Exceptional, (1)
"Very clean and great place to stay. "
United States
Charlene D.
$237 nightly
The price is $268
Nov 4 - Nov 5
Total with taxes and fees
Lux APT Your home away from home.
Fridge, microwave, oven, stovetop
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Mid Century Modern Studio w/ Full Kitchen - Newly Built
9.8 out of 10, Exceptional, (6)
"Super cute, clean, and convenient for our quick trip to The Millbrook School."
United States
Carol H.
$254 nightly
The price is $288
Nov 4 - Nov 5
Total with taxes and fees
Mid Century Modern Studio w/ Full Kitchen - Newly Built
1 bedroom, desk, free WiFi
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
9.4 out of 10, Exceptional, (9)
"It was a perfect quiet spot surrounded by trees in a beautiful, safe neighborhood. I loved how close it was to a bagel shop and some cool eateries just a few minutes downtown. The whole area is beautiful in general. "
United States
Vivian
$215 nightly
The price is $243
Nov 4 - Nov 5
Total with taxes and fees
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
Exterior
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
9.0 out of 10, Wonderful, (10)
"We had a wonderful time staying at this charming and unique getaway! The accommodations were very comfortable. The property was beautiful and felt secluded without being isolated. The chapel itself is beautiful. The bathroom was overall nicer than we anticipated; just be mindful to put the camping shower out in the sun so the water warms up! Overall, highly recommend this experience. The hosts were also very responsive and kind."
United States
Avery D.
$228 nightly
The price is $258
Nov 4 - Nov 5
Total with taxes and fees
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Outdoor dining
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake
10.0 out of 10, Exceptional, (34)
"Cozy 3BR apartment in a perfect location for families with young kids (4 & 1). Kevin and Kim were fantastic hosts, even lending us toys for sledding! The home was wonderful, and our 4-year-old loved the nearby beginner ski lessons—highly recommended!"
United States
Maria Eugenia P.
$394 nightly
The price is $446
Nov 4 - Nov 5
Total with taxes and fees
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake
TV, fireplace
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
9.8 out of 10, Exceptional, (12)
"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."
United States
Hannah P.
$328 nightly
The price is $355
Nov 13 - Nov 14
Total with taxes and fees
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Apartment, 2 Bedrooms, Balcony, Garden View | Exterior
2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5
2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5
2.0 star property
10.0 out of 10, Exceptional, (4)
"My friends and I rented this property for a long girls weekend to attend an event in the area. We liked the historical aspect of the property and Gary was an excellent host. His banana bread was amazing! We would definitely stay again. "
United States
Sara
$232 nightly
The price is $272
Nov 4 - Nov 5
Total with taxes and fees
2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5
Smart TV, fireplace, books
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
10.0 out of 10, Exceptional, (13)
"Perfect, peaceful place for a stop before continuing our journey North. Each check in and check out, with everything needed in the home. The kids loved the foosball table and swing set. Thanks for a clean place to stay and a good night’s sleep."
United States
Kevin and Gigi D.
$466 nightly
The price is $527
Nov 4 - Nov 5
Total with taxes and fees
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
Interior
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
10.0 out of 10, Exceptional, (1)
"Great host"
United States
Lindsey F.
$506 nightly
The price is $593
Nov 9 - Nov 10
Total with taxes and fees
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Smart TV, books
Family friendly Spacious 4 bedroom 3 bathroom getaway
Family friendly Spacious 4 bedroom 3 bathroom getaway
10.0 out of 10, Exceptional, (4)
"Very easy checkin, great communication from owner. Bring your own travel soap shampoo etc. Store was right down the road for these things so not a big deal. Would rent again in a heartbeat."
United States
Ann H.
$364 nightly
The price is $422
Nov 5 - Nov 6
Total with taxes and fees
Family friendly Spacious 4 bedroom 3 bathroom getaway
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

SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

10/10 Excellent
"Property Clean, parking area well lit, room was clean, staffing pleasant- great place for family, will return. "
JEFFREY 1-night trip
Posted 3 days ago
SureStay Plus Hotel by Best Western Highland Poughkeepsie

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 $195 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 kitchenware, 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 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.