Holiday Rentals in Dover Plains
More than just hotels
Apartments, cabins, holiday rentals and more, plus millions of reviews from Aussie & Kiwi travellers
Flexibility matters
24/7 support, so you can book with confidence
Relax with our Price Promise
Find a lower price on a hotel or package online, before your stay, and we'll refund the difference^
Check rental availability in Dover Plains
Holiday Rentals in Dover Plains

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

Spacious New Luxurious holiday house in lovely Hudson Valley

Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake

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

Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!

Hidden Charm in Hudson Valley In Dutchess County

Mid-Century DJ’s Dream

The Farm at Hyde Park

Chestnut - Charming 3-bedroom cottage in wonderful Fishkill!

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

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

Lakehouse; Kayaks, Grill, FirePit, Gym, Movie Room, Pool Table, Air Hockey etc!

The Goshen Glass Chalet

Cozy & Chic Cabin by the Lake, with access to private Beach!

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

Litchfield County Four Season Country Paradise

NEW! Gated 21 Acre Modern Luxury Estate Heated Pool Hot Tub Gym Movie Theater.
Other types of properties in Dover Plains you may be interested in

Hotel Zero Degrees Danbury
Holiday Accommodation Dover Plains
You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Dover Plains are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Dover Plains itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Dover Plains holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.
If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Dover Plains, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.
Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Dover Plains with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.
Top Holiday Rental Destinations
More accommodation in Dover Plains
Top 20 Dover Plains Hotels
More destinations for you
^Eligibility requirements and conditions apply