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Check prices for these dates

Next weekend
7 Saf. - 9 Saf.
In two weeks
14 Saf. - 16 Saf.
In one month
28 Saf. - 2 Rab. I
In two months
28 Rab. I - 30 Rab. I

Compare 59 Cottages in Dover Plains with updated reviews, rates, and availability.

Idillic summer getaway in Litchfield Hills, CT.
Property grounds

Idillic summer getaway in Litchfield Hills, CT.

10.0 out of 10, Exceptional, (13)
"The place was as described and very comfortable. We enjoyed our stay!"
Idillic summer getaway in Litchfield Hills, CT.
Two Bedroom Cottage Close To Town
Exterior

Two Bedroom Cottage Close To Town

9.4 out of 10, Exceptional, (19)
"We enjoyed three nights at the cottage. It's beautifully decorated, comfortable, warm and welcoming - a perfect home base for nearby hikes and exploring the area. The large yard was perfect for playing soccer with our child. Renters note: we also had a fabulous meal at nearby restaurant Fern. "
Two Bedroom Cottage Close To Town
Sweet Dotti's Cottage on Candlewood Lake - 60M NYC
Property grounds

Sweet Dotti's Cottage on Candlewood Lake - 60M NYC

9.6 out of 10, Exceptional, (14)
"Landscaping was spectacular and we enjoyed a beautiful view of the lake. Baths and bedrooms very clean. Plenty of charging ports. Terrible mold and mildew smell in lower level. Number of hazards noted, handrail missing on stairs, no lights on outdoor stairway, thermostat access by leaning over the stairs. The property needs a good deep cleaning."
Sweet Dotti's Cottage on Candlewood Lake - 60M NYC
Be in Nature at this Gorgeous Riverfront Cabin
Wappinger Cottage on a Summer Evening

Be in Nature at this Gorgeous Riverfront Cabin

10.0 out of 10, Exceptional, (13)
"The property was amazing. The location is great, it’s tucked away with great access to the river. The home is stunning, with heated floors! And all amenities you would need. Lots of space inside and seating. We had 5 people and one dog staying with us and there was ample space! The only improvement would be the front door, it does not latch well! You really need to check it’s closed! But will always recommend this space!"
Be in Nature at this Gorgeous Riverfront Cabin
Cozy 2-bedroom Cottage with Access to Bantam Lake

Cozy 2-bedroom Cottage with Access to Bantam Lake

9.6 out of 10, Exceptional, (17)
"The lake and all the homes were beautiful and the house was very clean, organized, and felt like home. "
Cozy 2-bedroom Cottage with Access to Bantam Lake
West Cornwall Cabin ~ 4 Mi to Covered Bridge!
Living area

West Cornwall Cabin ~ 4 Mi to Covered Bridge!

3.0 star property
West Cornwall Cabin ~ 4 Mi to Covered Bridge!
Lake Cottage, Private Beach, Kayaks, FirePit, Grill, 1 hour & 15 Minutes to NYC!
Private Beach 100 yards from Cottage

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

9.4 out of 10, Exceptional, (87)
"The parking situation was a bit tricky because there was no good way to back in. Other than that, location was great - cute area! "
Lake Cottage, Private Beach, Kayaks, FirePit, Grill, 1 hour & 15 Minutes to NYC!
Lakeview property in private community. Lake & beach access. Swim/Kayak all day!
Exterior

Lakeview property in private community. Lake & beach access. Swim/Kayak all day!

9.6 out of 10, Exceptional, (5)
"The house on the lake is clean and very cute. A few things to keep in mind… The stairs to the loft are VERY steep and VERY narrow. So both adults and small children may struggle to get up and down, especially with any type of luggage. There are no closets or dressers for your clothes so maybe bring hangers and a hook for behind the door. Everything else was perfect. "
Lakeview property in private community. Lake & beach access. Swim/Kayak all day!
Reset and Relax in Luxury Cottage
Interior

Reset and Relax in Luxury Cottage

10.0 out of 10, Exceptional, (32)
"Amazing floors, bathroom showers (wow!), and an awesome kitchen."
Reset and Relax in Luxury Cottage
Dainty New Preston Cottage w/ Dock & Lake Views!
Preston Vacation Rental | 3BR | 2BA | 1,300 Sq Ft | Stairs Required

Dainty New Preston Cottage w/ Dock & Lake Views!

9.0 out of 10, Wonderful, (34)
"We were in need of a nice, relaxing vacation and that’s exactly what we got. There were four of us (me, my husband, my 16-year-old, and my 11-year-old) and we each had our own space. We loved going down to the dock, and there is also a town beach just down the road. The home is filled with fun antiques and reminds you of a clean, well-kept, and charming grandmother’s house. We wanted a low-key vacation, and so we enjoyed short jaunts (less than 15 mins away) to Kent to enjoy its downtown and...
Dainty New Preston Cottage w/ Dock & Lake Views!
Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC
Private Dock

Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC

10.0 out of 10, Exceptional, (5)
"Lovely little cottage right on the arm of the lake. Nicely appointed and updated, quiet and great for a couple. Nearby towns are adorable."
Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC
Peaceful Goshen Cottage w/ Screened Porch & Views!
Goshen Vacation Rental | 3BR | 1.5BA | 1,500 Sq Ft | Stairs Required for Entry

Peaceful Goshen Cottage w/ Screened Porch & Views!

9.0 out of 10, Wonderful, (29)
"Enjoyed our stay very much. The accommodations suited our needs. Appreciated the cleanliness of the property and the ease of checking in/out."
Peaceful Goshen Cottage w/ Screened Porch & Views!
Charming Rhinebeck Cottage, 5 min. from town, King Bed!
Exterior

Charming Rhinebeck Cottage, 5 min. from town, King Bed!

Charming Rhinebeck Cottage, 5 min. from town, King Bed!
Lakefront Brewster Vacation Rental w/ Private Dock
Brewster Vacation Rental | 3BR | 2BA | Stairs Required | 2,600 Sq Ft

Lakefront Brewster Vacation Rental w/ Private Dock

10.0 out of 10, Exceptional, (4)
"Felt relaxed from first step in the door! Wonderful view, comfortable beds, helpful management, great kitchen! Loved the heated tile floor in main bath! Lots of birds to enjoy with books and binoculars for identifying. "
Lakefront Brewster Vacation Rental w/ Private Dock
Charming Cottage with Expansive Hudson River Views
Swan cottage is perched on a hill with gorgeous river views.

Charming Cottage with Expansive Hudson River Views

10.0 out of 10, Exceptional, (13)
"Lovely"
Charming Cottage with Expansive Hudson River Views
Charming, private 2-bedroom cottage on classic New England farm in Washington CT
Foxhole Farm Cottage

Charming, private 2-bedroom cottage on classic New England farm in Washington CT

10.0 out of 10, Exceptional, (1)
"My family just spent a lovely week in this cottage. We came from CA and met up with my son who is an east coast college student, gathering our family to relax together in the peace of the countryside. While this cottage looks small on the outside, it actually has two spacious bedrooms, an office, a tv room, a living room, kitchen and laundry/mud room. It was the perfect size for the four of us. We had a blazing fire in the fireplace; we had all we needed to cook great meals; we felt so at home...
Charming, private 2-bedroom cottage on classic New England farm in Washington CT
15% off; private pond; fireplace; 4-min to village
Living room with working fireplace. Relax with friends by a nice fire.

15% off; private pond; fireplace; 4-min to village

9.0 out of 10, Wonderful, (4)
"I was looking to get our adult children and their significant others together for the week without worrying about hotels, trains, or ride sharing. Everyone came out to the house secluded from the big city and it was great. The house was a good size for 6 of us and located near cute little towns of Rhinebeck and Kingston which both offered shopping walking and food. The property was well located in the woods with a cute pond on property. We’re city folks so the fire pit and woods walking was...
15% off; private pond; fireplace; 4-min to village
Hudson Valley Horse Farm Retreat in Salt Point
Exterior

Hudson Valley Horse Farm Retreat in Salt Point

3.0 star property
8.0 out of 10, Very Good, (1)
Hudson Valley Horse Farm Retreat in Salt Point
Lakefront Brewster Vacation Rental w/ Private Dock
Property grounds

Lakefront Brewster Vacation Rental w/ Private Dock

3.0 star property
Lakefront Brewster Vacation Rental w/ Private Dock
Serene Holmes Cottage Near Lakes & Trails!
Property grounds

Serene Holmes Cottage Near Lakes & Trails!

3.0 star property
Serene Holmes Cottage Near Lakes & Trails!
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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Other property types in Dover Plains

Mid-Century DJ’s Dream
Outdoor dining

Mid-Century DJ’s Dream

10.0 out of 10, Exceptional, (26)
"My daughter needed a place to stay while visiting for the holiday. Kevin was easy to reach and responded quickly. The apartment is very cute and was the perfect size. Everything was clean and had some nice personal touches. Im sure a summertime stay would be lovely, when the garden is in bloom"
The price is SAR 371
SAR 660 total
includes taxes & fees
5 Feb - 6 Feb
Mid-Century DJ’s Dream
The Farm at Hyde Park
Exterior

The Farm at Hyde Park

9.8 out of 10, Exceptional, (65)
"Quiet spot out of the city but not too far from Hudson Valley sites. Large vaulted space, fresh eggs from the hen house next door, sky full of stars at night. Great host!"
The Farm at Hyde Park
Escape to a Celebrity Chef's Waterfront Lake House

Escape to a Celebrity Chef's Waterfront Lake House

Escape to a Celebrity Chef's Waterfront Lake House
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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