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Town of Dover Vacation Rentals

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Our top choices for Town of Dover vacation rentals

A living room with a fireplace, two armchairs, a sofa, and a TV.

1. Mid Century Modern Studio w/ Full Kitchen - Newly Built

Mid Century Modern Studio w/ Full Kitchen - Newly Built
Kent
9.8 out of 10, Exceptional, (26 reviews)
"Very private, rural spot. Immaculate, thoughtfully furnished, lacking nothing"
United States
benjamin
The price is CA $232
CA $297 total
includes taxes & fees
Oct 29 - Oct 30
Mid Century Modern Studio w/ Full Kitchen - Newly Built
A hotel lobby with a reception desk, seating area, and a fire extinguisher on the wall.

2. 1 King Bed | Non-Smoking, Kitchen, Shower

1 King Bed | Non-Smoking, Kitchen, Shower
Fishkill
9.6 out of 10, Exceptional, (19 reviews)
"Great rooms and service,"
United States
Anonymous traveller
The price is CA $143
CA $162 total
includes taxes & fees
Nov 4 - Nov 5
1 King Bed | Non-Smoking, Kitchen, Shower
A brick building with a sign reading 'Lobby' in front.

3. Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Fishkill
9.0 out of 10, Wonderful, (21 reviews)
"Great place to stay,"
United States
Anonymous traveller
The price is CA $110
CA $128 total
includes taxes & fees
Nov 17 - Nov 18
Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
A wooden barrel structure with a door, two wooden lounge chairs, and a small table.

4. Peaceful Cabin with Sauna, Hot Tub & Cold Plunge

Peaceful Cabin with Sauna, Hot Tub & Cold Plunge
Cornwall
10.0 out of 10, Exceptional, (6 reviews)
"This cabin is so cute we had a relaxing time , will return"
United States
Candice S.
The price is CA $484
CA $853 total
includes taxes & fees
Nov 11 - Nov 12
Peaceful Cabin with Sauna, Hot Tub & Cold Plunge
A rustic cabin surrounded by a forest with a stream in the foreground.

5. Creek Side Cabin with Wood Fired Hot Tub and Fire Pit

Creek Side Cabin with Wood Fired Hot Tub and Fire Pit
New Milford
10.0 out of 10, Exceptional, (3 reviews)
"Great little house, our favorite part was the gorgeous creek. Absolutely would recommend to pet lovers and those looking for peaceful nature :)"
United States
Kristine W.
The price is CA $437
CA $784 total
includes taxes & fees
Oct 29 - Oct 30
Creek Side Cabin with Wood Fired Hot Tub and Fire Pit
A modern kitchen with wooden cabinets, a stainless steel refrigerator, a built-in oven, and a large island with bar stools.

6. Cozy private room in a shared home with a Full-size bed and private bathroom.

Cozy private room in a shared home with a Full-size bed and private bathroom.
New Milford
10.0 out of 10, Exceptional, (3 reviews)
"I really enjoyed my four night stay here."
United States
Jim B.
The price is CA $88
CA $194 total
includes taxes & fees
Nov 12 - Nov 13
Cozy private room in a shared home with a Full-size bed and private bathroom.
A residential property with a well-maintained lawn, a small house with a front porch, and a garage.

7. Sharon Retreat w/ Private Yard

Sharon Retreat w/ Private Yard
Sharon
9.2 out of 10, Wonderful, (37 reviews)
"Cagney’s home was so comfy! We loved the spacious family room. The beds were comfortable and the fully stocked kitchen made cooking much easier. Absolutely would love to stay at your cottage again!"
United States
Heidi F.
The price is CA $280
CA $634 total
includes taxes & fees
Oct 31 - Nov 1
Sharon Retreat w/ Private Yard
A modern kitchen with white cabinets, a central island, and a view to the outside.

8. Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,

Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Staatsburg
9.6 out of 10, Exceptional, (13 reviews)
"We thoroughly enjoyed our stay. We would definitely come back! A fantastic location. And very good communication with the host, Alexander."
United States
elizabeth
The price is CA $158
CA $291 total
includes taxes & fees
Nov 2 - Nov 3
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
A compact room with a kitchenette, a bed, a wall decorated with photos and a mirror, and a 'No Fishing From Bridge' sign.

9. Welcome to Sweet Abby Rose!

Welcome to Sweet Abby Rose!
Brewster
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful experience! The RV was very nice and cozy. Everything was clean and well maintained. The property was beautiful. The host was very helpful and accommodating. Definitely plan on coming back!"
United States
Fernanda
The price is CA $140
CA $258 total
includes taxes & fees
Oct 30 - Oct 31
Welcome to Sweet Abby Rose!
A glass-top table with a woven placemat, a vase with white flowers, and a view of a balcony through a door with curtains.

10. The Overlook near South Farms in Litchfield County is Hospitality, integrated.

The Overlook near South Farms in Litchfield County is Hospitality, integrated.
Morris
9.8 out of 10, Exceptional, (21 reviews)
"Very clean & cozy with everything we needed!"
United States
Joe K.
The price is CA $301
CA $390 total
includes taxes & fees
Nov 2 - Nov 3
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
A spacious living room with a large window overlooking a lake, wooden ceiling, and comfortable seating.

11. Escape to Bantam Lake- With Fireplace and Hot tub!

Escape to Bantam Lake- With Fireplace and Hot tub!
Morris
10.0 out of 10, Exceptional, (6 reviews)
"This house is a dream. First, the views are incredible. Second, it’s beautifully decorated and very cozy. Lastly, the property location is perfect. I can’t wait to stay again!"
United States
Shannon M.
The price is CA $378
CA $761 total
includes taxes & fees
Nov 17 - Nov 18
Escape to Bantam Lake- With Fireplace and Hot tub!
A room with a large bookshelf filled with books and DVDs, a bed, a small table with a lamp, and a window with blinds.

12. Mid-Century DJ’s Dream

Mid-Century DJ’s Dream
Staatsburg
10.0 out of 10, Exceptional, (61 reviews)
"Quiet clean accommodations in a central location for exploring the Hudson Valley."
United States
Alexandra R.
The price is CA $209
CA $345 total
includes taxes & fees
Nov 3 - Nov 4
Mid-Century DJ’s Dream
A compact kitchen with white cabinets, a black refrigerator, and a microwave. There is a wooden dining table with a chair, and a sofa with a decorative pillow.

13. Hudson Valley Farm Getaway- West/Llama Lover Lane

Hudson Valley Farm Getaway- West/Llama Lover Lane
Hyde Park
9.8 out of 10, Exceptional, (9 reviews)
"Great location not too far from the CIA."
United States
alexandra a.
The price is CA $254
CA $328 total
includes taxes & fees
Nov 2 - Nov 3
Hudson Valley Farm Getaway- West/Llama Lover Lane
A cozy cabin interior with a wooden ceiling, a sofa, a coffee table, and a sign reading "Our Happy Place".

14. The Little Lake Cabin with hot tub

The Little Lake Cabin with hot tub
New Fairfield
10.0 out of 10, Exceptional, (6 reviews)
"Great location and lots to do despite it raining for half our stay! My dog enjoyed the yard and walks around the neighborhood. My son loved kayaking and having his first ever s’more. Honestly I wished we had booked a longer trip! "
United States
Lyndsey F.
The price is CA $420
CA $769 total
includes taxes & fees
Nov 3 - Nov 4
The Little Lake Cabin with hot tub
A kitchen with wooden cabinets, a black countertop, a sink, and a window with a view of trees.

15. "Country outside the city " 3 bedrooms 2 full bathrooms

"Country outside the city " 3 bedrooms 2 full bathrooms
Holmes
9.6 out of 10, Exceptional, (4 reviews)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
The price is CA $278
CA $814 total
includes taxes & fees
Nov 11 - Nov 12
"Country outside the city " 3 bedrooms 2 full bathrooms
A white house with a steeply pitched roof and a small tower-like structure.

16. Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village

Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Millbrook
9.8 out of 10, Exceptional, (9 reviews)
"We had a wonderful time at this property. It was quaint and clean and right in the middle of town near everything. Thank you, Tanya."
United States
Laurie F.
The price is CA $448
CA $698 total
includes taxes & fees
Nov 2 - Nov 3
Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
A rustic cabin with a chimney, surrounded by dense autumn foliage and a narrow road.

17. Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.4 out of 10, Exceptional, (13 reviews)
"Lovely space and situation, unique. Close to the AT, as well."
United States
Peter W.
The price is CA $237
CA $398 total
includes taxes & fees
Oct 29 - Oct 30
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
A spacious living room with a fireplace, a dining area with a view of a lake, and a cozy seating arrangement.

18. Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Carmel Hamlet
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is CA $233
CA $497 total
includes taxes & fees
Nov 3 - Nov 4
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
A modern kitchen with a granite countertop, a built-in stove, and a dining area with a glass table and chairs.

19. Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY

Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Poughkeepsie
9.8 out of 10, Exceptional, (6 reviews)
"Beautiful property with ample space for parking. Host was super nice and met all of our needs!"
United States
Nicole Y.
The price is CA $297
CA $707 total
includes taxes & fees
Nov 3 - Nov 4
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
An aerial view of a lakeside property with a dock, a small building, and several outdoor seating areas.

20. Rustic Cabin in Fishkill!

Rustic Cabin in Fishkill!
Fishkill
9.8 out of 10, Exceptional, (6 reviews)
"Clean rooms, Diner down the block, family friendly, communication was prompt and clear"
United States
Joseph
The price is CA $352
CA $550 total
includes taxes & fees
Nov 6 - Nov 7
Rustic Cabin in Fishkill!
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 Town of Dover Hotel Reviews

The Heartwood

The Heartwood

10/10 Excellent
"Elegant and wonderful."
Greg 1-night trip
Posted 6 hours ago
The Heartwood

Find out more about Town of Dover

Everything you need to know about Town of Dover 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 Town of Dover vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... 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 Town of Dover vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Town of Dover vacation rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Town of Dover vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Town of Dover vacation rentals we have selected for you start as low as CA $128 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Town of Dover rentals

At Expedia, we put the best Town of Dover 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 Town of Dover 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 Town of Dover 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 Town of Dover. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.