Guesthouse vacation rentals in Orange County
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Orange County
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Orange County guesthouse rentals
Family-friendly guest house rentals
Guest favorite
Guesthouse in Suffern
4.96 out of 5 average rating, 121 reviewsHiking trails steps from your door!
Guesthouse in Sussex
4.73 out of 5 average rating, 11 reviewsWarm Place
Guest favorite
Guesthouse in Forestburgh
4.97 out of 5 average rating, 369 reviewsPrivate hot tub. Modern Guesthouse On 1879 Farm
Guest favorite
Guesthouse in Warwick
4.96 out of 5 average rating, 253 reviewsBellvale Guest House on Solar Powered Mini-estate
Guest house rentals with a patio
Guest favorite
Guesthouse in Philipstown
5.0 out of 5 average rating, 39 reviewsHistoric 1 bedroom home in Cold Spring, NY
Guesthouse in Sparrow Bush
4.82 out of 5 average rating, 17 reviewsNoah's Cabin #1 full home with patio nature view
Guesthouse in Fort Montgomery
Cozy mountain apartment• Near Bear Mtn and USMA
Guesthouse in Sparrow Bush
4.42 out of 5 average rating, 12 reviewsNoahs Cabin #2 -2 bedroom rustic cabin guest house
Guest house rentals with a washer and dryer
Guest favorite
Guesthouse in Beacon
5.0 out of 5 average rating, 23 reviewsNewly renovated guest house in the heart of Beacon
Guesthouse in Tomkins Cove
The cottage at Oasis Cove
Guesthouse in Montgomery
New place to stayThe Loft of Hudson Valley
Guesthouse in Newburgh
Designer Home with amazing Hudson Valley views!
Superhost
Guesthouse in Middletown
A spacious and cozy large room
Destinations to explore
- Guesthouse rentals New York
- House rentals New York
- House rentals United States
- Guesthouse rentals United States
- House rentals Manhattan
- Guesthouse rentals Manhattan
- Guesthouse rentals Brooklyn
- House rentals Brooklyn
- Guesthouse rentals New York
- House rentals New York
- Apartment rentals Orange County
- Rentals with a kayak Orange County
- Rentals with a fire pit Orange County
- Villa rentals Orange County
- Monthly Rentals Orange County
- Rentals with lake access Orange County
- Cottage rentals Orange County
- Pet-friendly rentals Orange County
- Rentals with beach access Orange County
- Hotel rentals Orange County
- Ski-in/ski-out rentals Orange County
- Fitness-friendly rentals Orange County
- House rentals Orange County
- Tiny house rentals Orange County
- Rentals with breakfast Orange County
- Rentals with a hot tub Orange County
- Kid-friendly rentals Orange County
- Farmstay rentals Orange County
- Waterfront rentals Orange County
- Beachfront rentals Orange County
- Family-friendly rentals Orange County
- Rentals with pools Orange County
- Rentals with a fireplace Orange County
- Condo rentals Orange County
- Rentals with outdoor seating Orange County
- Private suite rentals Orange County
- Bed and breakfasts Orange County
- Cabin rentals Orange County
- Rentals with an EV charger Orange County
- Rentals with a washer and dryer Orange County
- Rentals with a patio Orange 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