Cottage vacation rentals in Dutchess County
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Dutchess County
Guests agree: these cottages 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 cottage rentals
Cottage rentals with a hot tub
Cottage in Red Hook
4.86 out of 5 average rating, 126 reviewsLakefront cottage-year round hot tub -The Lily Pad
Dec 16 – 23
Cottage in Kent
4.88 out of 5 average rating, 153 reviewsNEW - Hot Tub - Mohawk Mtn - Appalachian Trl
Dec 13 – 20
Cottage in Kingston
4.93 out of 5 average rating, 43 reviewsCharming Cottage in Kingston - License #002740
Apr 27 – May 4
Cottage in Patterson
4.86 out of 5 average rating, 29 reviewsThe Silent Sun Cottage/Kayak/Lakefront/Hottub
Oct 9 – 16
Cottage in Cold Spring
4.77 out of 5 average rating, 141 reviewsCozy Country Cottage Spa/Fireplace/Enclosed Yard
Sep 2 – 9
Cottage in Hyde Park
5.0 out of 5 average rating, 52 reviewsPeaceful Hudson Valley Retreat with Hot Tub
Dec 16 – 23
Cottage in Red Hook
4.92 out of 5 average rating, 324 reviewsGoose Landing Cottage by the lake with NEW Hot Tub
Jan 22 – 29
Cottage in Red Hook
4.9 out of 5 average rating, 192 reviewsLAKE COTTAGE WITH HOT TUB - PAINTED TURTLE
Nov 18 – 25
Pet-friendly cottage rentals
Cottage in Pawling
5.0 out of 5 average rating, 33 reviewsCozy Cottage Getaway with Wood Burning Stove
Nov 10 – 17
Cottage in Ulster Park
5.0 out of 5 average rating, 15 reviewsNestled in Hudson River nature park near Kingston
Oct 2 – 9
Cottage in Rhinebeck
4.93 out of 5 average rating, 46 reviewsThe Treetops - Woodland Cottage Next to Omega
Jul 9 – 16
Cottage in Saugerties
4.97 out of 5 average rating, 96 reviewsCottage on the creek with wonderful waterfall view
Jan 7 – 14
Cottage in Pleasant Valley
5.0 out of 5 average rating, 11 reviewsRed House in the woods
Sep 28 – Oct 5
Cottage in Rhinebeck
4.87 out of 5 average rating, 60 reviewsThe Schoolhouse, Rhinebeck Perfection
Sep 11 – 18
Cottage in Ancram
5.0 out of 5 average rating, 16 reviewsChic cottage w BBQ, media/games room, 5-acre woods
Dec 20 – 27
Cottage in Red Hook
5.0 out of 5 average rating, 53 reviewsCreekside Cottage | The Fitz House Red Hook NY
Nov 27 – Dec 4
Private cottage rentals
Cottage in Staatsburg
4.9 out of 5 average rating, 167 reviewsCharming Creek side Getaway 3.5 mi. from Omega
Nov 8 – 15
Cottage in Rhinebeck
4.97 out of 5 average rating, 100 reviewsExtra Large Rhinebeck Village Guest House
Jul 6 – 13
Cottage in Red Hook
4.98 out of 5 average rating, 212 reviewsCoZy Newly Renovated Cottage in Red Hook Village
Jul 18 – 25
Cottage in Kingston
4.92 out of 5 average rating, 128 reviewsModern, Lakeside Cottage
Mar 12 – 19
Cottage in Tivoli
4.96 out of 5 average rating, 194 reviewsClausterhaus
Sep 12 – 17
Cottage in Rhinebeck
4.81 out of 5 average rating, 72 reviewsBlue Cottage in Rhinebeck
Jan 10 – 17
Cottage in Clinton Corners
5.0 out of 5 average rating, 13 reviewsSun Bear Cottage: 3-Bdrm with Sauna
Mar 3 – 10
Cottage in Pawling
5.0 out of 5 average rating, 63 reviewsTwin Lakes Designer A-frame Stone Cottage
Apr 19 – 26
Destinations to explore
- Cottage rentals New York
- Kid-friendly rentals Dutchess County
- Guesthouse rentals Dutchess County
- Rentals with a hot tub Dutchess County
- Pet-friendly rentals Dutchess County
- Monthly Rentals Dutchess County
- Rentals with lake access Dutchess County
- Rentals with a patio Dutchess County
- Apartment rentals Dutchess County
- Waterfront rentals Dutchess County
- Bed and breakfasts Dutchess County
- Rentals with breakfast Dutchess County
- Private suite rentals Dutchess County
- Rentals with outdoor seating Dutchess County
- Rentals with a fire pit Dutchess County
- Beachfront rentals Dutchess County
- Farmstay rentals Dutchess County
- Rentals with beach access Dutchess County
- House rentals Dutchess County
- Rentals with pools Dutchess County
- Rentals with a kayak Dutchess County
- Rentals with a washer and dryer Dutchess County
- Tiny house rentals Dutchess County
- Family-friendly rentals Dutchess County
- Rentals with a fireplace Dutchess County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- 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
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes