Bed and breakfast vacation rentals in Ulster County

Find and book unique bed and breakfast rentals on Airbnb

Top-rated bed and breakfast rentals in Ulster County

Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Room in Poughkeepsie

4.78 out of 5 average rating, 310 reviews

Neel's Place

The house is located at walking distance from the major Land marks in the City of Poughkeepsie. Walkway over the Hudson: Just Two minutes walk. Train Station is 3/4 Miles only. Grand Hotel is only Five minutes walk. Marist College is One mile, Vassar Hospital is 1.2 miles. Vassar College is just 2 Miles away. CIA is only 3 miles away. Historic sites, President Roosevelt Mansion, Vanderbilt Mansion and Miller house are 5 to12 miles away. All the famous Restaurants are walking distance .

Jul 17 – 24

R1,381 ZAR per night

Guest favorite

Home in Mount Tremper

4.97 out of 5 average rating, 37 reviews

Mountain home with views

Spacious home with sunset-facing views, surrounded by woods, creek, wildlife. Listed as 2BR (queen & king BRs) but has 2 addt'l rooms with beds - twins & bunk beds (see photos). Rental includes the whole house - sleeps 10 comfortably. 5 mi to Phoenicia, 10 mi to Woodstock. Hiking, restaurants, activities nearby. Private, peaceful, and woodsy, with easy access to town. Wifi. Fire pit. Hottub. For long term rentals for this property, go to airbnb.com /rooms/51687679 (del the space after com)

Apr 4 – 11

R12,870 ZAR per night

Guest favorite

Room in Hyde Park

4.95 out of 5 average rating, 520 reviews

Scandinavian Designed Dutchess County Room

This room is located on the lower level walk out of my home and has a private bathroom. This is 1 of 3 rooms I offer. I live and work from my home. I have 2 goldens , Louisa -5 and Greta is 2 . No kitchen access. However, a 3 course Nordic breakfast is included with your stay. The home has multiple spaces both in and out for use. Please bring slippers /socks; we don't wear shoes inside. Highly recommend a car. Uber and Lyft can be expensive. Please arrive prior to 9pm Prefer 5 star guests!

Apr 2 – 9

R3,412 ZAR per night

Guest favorite

Room in Kingston

4.98 out of 5 average rating, 50 reviews

Upstate Daydreamers Guest Suite

A spacious three-room private suite for 1-3 guests. The vibe is cozy, quiet, safe, peaceful, and comfortable — unwind and make yourself at home! Explore our 14 acres of lush forest and creeks, take a bubble bath in the clawfoot tub, soak in the jacuzzi, play mini pool, and collect fresh organic eggs from the chickens. Free on-site parking, dedicated workspace, excellent cell reception & wifi. Complimentary homemade breakfast service tailored to your dietary needs is included with your stay.

Jul 6 – 13

R3,346 ZAR per night

Guest favorite

Room in Hyde Park

4.98 out of 5 average rating, 188 reviews

The Harvest Guest House ~Private Space-⭐️⭐️⭐️⭐️⭐️

Rustic Georgian style home in Hyde Park with a long winding driveway nestled on 7 beautiful wooded acres. Minutes from national landmarks, Culinary, Vassar, Marist, Fairgrounds , train & hospitals. Private 1 or 2 Bedrooms, 1 bath, private entrance "connected to main house" "partitioned off" to my living quarters. I do not access your side of sleeping quarters. This is not shared with other guests. Doors are secured & keyless entry on entry door & guest room doors. Mapquest us.

Mar 18 – 25

R2,727 ZAR per night

Guest favorite

Guest suite in Marlboro

4.96 out of 5 average rating, 392 reviews

Spacious & Private Hudson Valley Getaway

Welcome to Marlboro! This private space in our home features a private entrance, private bathroom with a nice standing shower, eating area (not a kitchen) with tea kettle and coffee machine, toaster, microwave and refrigerator with freezer. There is a table and chairs, love seat couch that transforms into a small cot, queen bed, walk in closet and 55 inch smart TV with a full motion TV stand. We are permitted to operate in the town of Marlboro and a yearly fire inspection is conducted.

Jun 25 – Jul 2

R2,167 ZAR per night

Guest favorite

Cottage in West Hurley

4.94 out of 5 average rating, 251 reviews

Woodstock Carriage House HotTub FirePit Pool

Woodstock Carriage House 1 - 6 guests. 3 bedrooms, 2.5 private baths, full, kitchen, outdoor hot tub & fire pit, indoor fireplace, saltwater pool. Homemade scones. Oak floors, classic beauty, privacy & spectacular views of Ashokan Reservoir & Catskill Mountains. 10 minute drive to Woodstock, Saugerties, Kingston for culture, arts, shopping, dining. 12 acres to enjoy during your stay, 2 outdoor patios, saltwater pool and celebrity history....Chevy Chase lived here!

Oct 1 – 8

R4,384 ZAR per night

Guest favorite

Nature lodge in Stone Ridge

4.97 out of 5 average rating, 66 reviews

VlyHouse - Room 5

Our home sits on 16 acres of land including 2 beautiful swamps filled with amazing wildlife. The Vly Life is located in the very tranquil area known as the Vly in Stone Ridge, just two hours from NYC. We are centrally located, 25 minute drive to New Paltz, Woodstock and Kingston. All beds have down bedding and pillows along with lush towels. No detail has been forgotten. Come stay with us! Check out our optional meals!

May 22 – 29

R3,614 ZAR per night

Guest favorite

Room in Kingston

4.81 out of 5 average rating, 481 reviews

Organic Life Getaway

Cozy getaway -- just 90 miles (1.5-2hrs) from New York City (I-87 Exit 19) -- with easy access to the Hudson Valley's country charms and outdoor life, as well as trendy Kingston, artistic Woodstock, old charm village Saugerties, and stylish Rhinebeck. Only 1.5 miles from Kingston, NY. A second bedroom is available for a 3rd & 4th guest if needed for an additional $75 for the 1st person & $25 for the 2nd person.

Aug 6 – 13

R1,462 ZAR per night

Guest favorite

Bed and breakfast in Bearsville

5.0 out of 5 average rating, 42 reviews

Woodstock Country Inn

At present, we are only renting the Sweet Dreams room. Guests HAVE PRIVATE USE OF THE POOL (open from end of May to mid-September). The room has a private entrance, private bath, private deck, wifi, tv, Fridge, coffee, tea, microwave, We are not serving breakfast or providing daily room cleaning. Very private, peaceful 10 acre property. Maximum two adults, no children --or infants--or pets or visitors.

Sep 24 – Oct 1

R4,570 ZAR per night

Guest favorite

Room in Rhinebeck

4.87 out of 5 average rating, 286 reviews

Lovely Room in Lovely Home

A sunny room with comfy queen bed and library, a full large (shared) bathroom, and access to nearby meditation room and Reading Nook w/ espresso machine, tea kettle, fridge, microwave, and nibbles. 2 mins. walk to Amtrak station, 17 mins drive to Omega, 15 mins to Bard, 5 mins to Rhinebeck, 25 mins to Woodstock. Full bath. Meditation Room. Nook w/ fridge, microwave, coffee, tea, nibbles.

Sep 25 – Oct 2

R2,018 ZAR per night

Guest favorite

Bed and breakfast in Monticello

4.95 out of 5 average rating, 116 reviews

Master Bedroom en-suite with Private Bathtub

Nice master bedroom suite with own enclosed bathroom located in a house nestled in a rural area within the small town of Monticello, NY. Located less than 5 miles away from Resorts World Catskills Casino and Kartrite Water Park and 28 miles from middletown. Wifi included. Sorry but I do not accept any pets. Checkout our travel socials instagram: @fyahdestinations

Feb 27 – Mar 6

R1,362 ZAR per night