House vacation rentals in Dutchess County
Find and book unique houses on Airbnb
Top-rated house rentals in Dutchess County
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Dutchess County house rentals
House rentals with a pool
Home in Pine Plains
4.95 out of 5 average rating, 131 reviewsStylish, Secluded Getaway with Pool & Fireplace
Sep 25 – Oct 2
Home in Staatsburg
4.98 out of 5 average rating, 105 reviewsHilltop Escape ~ 25 acre private retreat
Apr 29 – May 6
Home in Rhinebeck
4.96 out of 5 average rating, 164 reviewsOn The Hill in Rhinebeck
Jan 22 – 29
Home in Lagrangeville
4.84 out of 5 average rating, 120 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
Oct 22 – 29
Home in Saugerties
4.81 out of 5 average rating, 123 reviewsHillside Escape: HITS Home w/ Pool & Hot Tub
Aug 31 – Sep 7
Home in Saugerties
4.93 out of 5 average rating, 106 reviewsView Top Farmhouse-comfy, cozy get togethers.
Mar 20 – 27
Home in Millbrook
5.0 out of 5 average rating, 8 reviewsMillbrook serenity and privacy
Jan 3 – 10
Home in Stanfordville
4.98 out of 5 average rating, 40 reviewsCharming lakeside cabin with private heated pool
Sep 14 – 21
Weekly house rentals
Home in Carmel Hamlet
4.92 out of 5 average rating, 131 reviewsLux Bungalow on the Lake
Sep 17 – 24
Home in Rhinebeck
4.97 out of 5 average rating, 120 reviewsHoneybug Snug near Omega Institute!
Jan 23 – 30
Home in Poughkeepsie
4.97 out of 5 average rating, 175 reviews4BR|2Bath|King Beds|Walk to Marist|CIA|Pet|Parking
Aug 10 – 17
Home in Rhinebeck
4.83 out of 5 average rating, 239 reviewsPrivate Lakefront Bungalow
Oct 18 – 25
Home in Millbrook
4.9 out of 5 average rating, 139 reviewsSerene Waterfront Mill House, Stroll to Village
Mar 5 – 12
Home in Pine Plains
4.98 out of 5 average rating, 110 reviewsTwin Island Lake House • Hot Tub
Jun 13 – 20
Home in Kingston
4.81 out of 5 average rating, 126 reviewsGarden Studio near Waterfront
Oct 27 – Nov 1
Home in Rhinebeck
4.98 out of 5 average rating, 142 reviewsLong Pond Cottage, Country Retreat in Rhinebeck
Dec 4 – 11
Private house rentals
Home in Pleasant Valley
4.97 out of 5 average rating, 36 reviewsCosmic Hollow
Dec 4 – 11
Home in Pawling
4.97 out of 5 average rating, 77 reviewsFarmhouse Oasis in the Hudson Valley, Stream Views
Nov 10 – 17
Home in Hyde Park
5.0 out of 5 average rating, 65 reviewsThe Gatehouse in Historic Hyde Park
Jan 9 – 16
Home in West Park
4.95 out of 5 average rating, 42 reviewsRustic Hudson R. home with firepit/bar/billiard
Aug 9 – 16
Home in Dover Plains
4.91 out of 5 average rating, 35 reviews5 Harts Rd - Newly built home in Dover, NY
Jun 11 – 18
Home in Stanfordville
5.0 out of 5 average rating, 12 reviewsA Modern Retreat
Dec 23 – 30
Home in Salt Point
4.91 out of 5 average rating, 44 reviewsSalvato Mill-designer escape w/ private waterfall
Jul 19 – 26
Home in Staatsburg
4.97 out of 5 average rating, 73 reviews3BR/3BA Renovated Retreat w/ Firepit By Rhinebeck
Nov 6 – 13
Destinations to explore
- Townhouse rentals New York
- Tiny house rentals New York
- House rentals New York
- Beach house rentals New York
- Lakehouse rentals New York
- Guesthouse rentals New York
- Guesthouse rentals United States
- House rentals United States
- Earth house rentals United States
- Lighthouse rentals United States
- Townhouse rentals United States
- Townhouse rentals Manhattan
- House rentals Manhattan
- Guesthouse rentals Manhattan
- Guesthouse rentals Brooklyn
- Townhouse rentals Brooklyn
- House rentals Brooklyn
- House rentals New York
- Townhouse rentals New York
- Treehouse rentals New York
- Guesthouse rentals New York
- Tiny house rentals New York
- Rentals with a patio Dutchess County
- Rentals with a fire pit Dutchess County
- Cottage rentals Dutchess County
- Tiny house rentals Dutchess County
- Apartment rentals Dutchess County
- Waterfront rentals Dutchess County
- Rentals with a washer and dryer Dutchess County
- Kid-friendly rentals Dutchess County
- Bed and breakfasts Dutchess County
- Rentals with pools Dutchess County
- Family-friendly rentals Dutchess County
- Rentals with a hot tub Dutchess County
- Pet-friendly rentals Dutchess County
- Rentals with beach access Dutchess County
- Beachfront rentals Dutchess County
- Farmstay rentals Dutchess County
- Guesthouse rentals Dutchess County
- Rentals with lake access Dutchess County
- Rentals with outdoor seating Dutchess County
- Rentals with a fireplace Dutchess County
- Rentals with breakfast Dutchess County
- Rentals with a kayak Dutchess County
- Private suite rentals Dutchess County
- Monthly Rentals Dutchess County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom