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Check prices for these dates

Next weekend
18 Rab. II - 20 Rab. II
In two weeks
25 Rab. II - 27 Rab. II
In one month
9 Jum. I - 11 Jum. I
In two months
6 Jum. II - 8 Jum. II

Compare 76 Cottages in Dover Plains with updated reviews, rates, and availability.

Two Bedroom Cottage Close To Town
Fridge, microwave, oven, stovetop

Two Bedroom Cottage Close To Town

9.0 out of 10, Wonderful, (20)
"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
Reset and Relax in Luxury Cottage
Property grounds

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
Chestnut on Willow Lake
Exterior

Chestnut on Willow Lake

The price is SAR 1,126
SAR 1,682 total
includes taxes & fees
17 Apr - 18 Apr
Chestnut on Willow Lake
Pet-friendly Cottage at Historic Millbrook Farm Estate
Property grounds

Pet-friendly Cottage at Historic Millbrook Farm Estate

10.0 out of 10, Exceptional, (1)
"Stayed in this renovated farmhouse for a very snowy weekend. Nicely redone and furnished with spacious living/dining area. Could have fit 2 more adults or 2-3 kids. Hosts were lovely and introduced us to the goats. Too snowy and icy to get outdoors or explore much but local village has shops and kitchen was stocked with pantry staples and bottled water, milk/creamers for coffee so arrival day grocery run was not needed. Bonus large picture window let us enjoy the abundant snow from the warmth of...
Pet-friendly Cottage at Historic Millbrook Farm Estate
Be in Nature at this Gorgeous Riverfront Cabin
Smart TV, books

Be in Nature at this Gorgeous Riverfront Cabin

10.0 out of 10, Exceptional, (15)
"Beautiful house. Really enjoyed the views even. Can only imagine what it round be like in the summer. The host always answered if I had questions and was informative with process. It was a great stay. Thank you!!!"
Be in Nature at this Gorgeous Riverfront Cabin
Idillic summer getaway in Litchfield Hills, CT.
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

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.
Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!
Exterior

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

9.4 out of 10, Exceptional, (88)
"This is a beautiful home even if you live in the area and just want to spend the weekend at the lake, it’s a perfect getaway. We love that it was dog friendly. The host was wonderful and very accommodating. The house came stocked with everything that you would need for a perfect stay. "
Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!
Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC
Terrace/patio

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
Cozy 2-bedroom Cottage with Access to Bantam Lake
TV, fireplace

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
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
West Cornwall Cabin ~ 4 Mi to Covered Bridge!
House (2 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

West Cornwall Cabin ~ 4 Mi to Covered Bridge!

3.0 star property
West Cornwall Cabin ~ 4 Mi to Covered Bridge!
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!
Dainty New Preston Cottage w/ Dock & Lake Views!
Books

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!
Charming Cottage with Expansive Hudson River Views
Exterior

Charming Cottage with Expansive Hudson River Views

10.0 out of 10, Exceptional, (13)
"Lovely"
Charming Cottage with Expansive Hudson River Views
Peaceful Goshen Cottage w/ Screened Porch & Views!
Fridge, microwave, stovetop, dishwasher

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!
Lakefront Brewster Vacation Rental w/ Private Dock
TV, fireplace, books

Lakefront Brewster Vacation Rental w/ Private Dock

10.0 out of 10, Exceptional, (5)
"My brother, sister and I were looking for a property that reminded us of our family vacations at a lake in New Hampshire. This house was perfect: gorgeous view of the lake, comfortable bedrooms, nice amenities, pretty decor and a working fireplace! Two suggestions: a light marking the driveway for late arrivals, and a few extra blankets in the bedrooms. Otherwise, just great. And thanks for arranging the lovely early spring weather, too!"
Lakefront Brewster Vacation Rental w/ Private Dock
Hickory on Willow Lake
Exterior

Hickory on Willow Lake

8.0 out of 10, Very Good, (1)
The price is SAR 1,314
SAR 1,922 total
includes taxes & fees
17 Apr - 18 Apr
Hickory on Willow Lake
Charming Rhinebeck Cottage, 5 min. from town, King Bed!
Microwave, oven, stovetop, dishwasher

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

Charming Rhinebeck Cottage, 5 min. from town, King Bed!
Charming, private 2-bedroom cottage on classic New England farm in Washington CT
Exterior

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
Charming 2-bedroom cottage on country rd. w/firepit and fireplace
Exterior

Charming 2-bedroom cottage on country rd. w/firepit and fireplace

10.0 out of 10, Exceptional, (2)
"We loved our stay at this adorable cottage. Very quiet neighborhood. We felt safe. And we were just a few minutes away from family that lives in this area which was a huge plus for us! The property was beautiful with a great outdoor area. Towels and extra linens are provided as well as ample paper & cleaning supplies, which was amazing! Our contact was very friendly and responsive and the home was decorated very nicely. Would stay here again!"
Charming 2-bedroom cottage on country rd. w/firepit and fireplace
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

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Microwave, oven, coffee/tea maker, electric kettle

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

9.6 out of 10, Exceptional, (5)
"Plenty of room for my family"
The price is SAR 972
SAR 1,236 total
includes taxes & fees
14 Apr - 15 Apr
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Smart TV

1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

9.2 out of 10, Wonderful, (33)
"Perfect spot for a get together with friends... kitchen, dining room and living room all connected so you're always together and not missing out on the fun. Comfy couches and plenty of space for large board games."
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
The Farm at Hyde Park
Exterior

The Farm at Hyde Park

9.8 out of 10, Exceptional, (67)
"We were visiting the Culinary Institute highly recommend it."
The Farm at Hyde Park
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.

Frequently asked questions

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Reserving a cottage in Dover Plains is as easy as clicking on your travel dates and choosing an ideal place for outdoor fun and relaxation. From ritzy retreats to inexpensive stays and cottages that offer amenities like a kitchenette, Expedia has something for all tastes and styles. As for epic deals? We have them too!
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