Poughkeepsie vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Poughkeepsie

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

Guest favorite

Farm stay in New Paltz

4.92 out of 5 average rating, 604 reviews

The 1772 Lefevre Stonehouse Suite

Sit at a quaint breakfast table in this sun-filled room admiring the beautiful patio, grainy wood-plank floors, and a country decor touches. Walk outside to enjoy the rustic grounds of this enchanting stone-built home dating from 1772. The suite has its our private entrance, bathroom and fireplace all stocked with plenty of firewood for your stay. Fireplace can be used November-March only unless temperatures are under 40 degrees. Our home is located just seven minutes from New Paltz and two minute from Gardiner. The property is on 60 acres of rural land that you are welcome to explore. The room includes a queen size bed, a pullout futon for an extra (small) person, mini fridge, microwave and coffee machine. Enjoy your morning coffee on the large stone patio while listening to the roosters crow and birds singing. We raise around 250 egg layer chickens and 800 meat chickens on the property. They Love treats from you. If you’d like they will take snacks right from your hand. The roosters are tame and friendly. We now also have Lucy the goose. She watches over the chicken flock. The rail trail, where you can bring your bike and ride into New Paltz, is only a quarter of a mile away through our property then down a quiet country road. Our home is just minutes from Minnewaska State Park, Mohonk Preserve, and the historic Mohonk Mountain House. The New Paltz area has some of the finest restaurants you can dine at. The Town of Gardiner is only two minutes down the road. There you will find Café Mio and a pizzeria for a quieter dining experience. Gardiner also has Yard Owl Brewery, Gardiner Brewing Company (this is my son and daughters newly opened farm brewery on our main farm property in our old dairy barn), The Gardiner Mercantile and Tuthilltown Spirits each of which are great places to stop in and have a drink and a lite meal. Wright's Farm (Our Farm) is also 1 mile south on 208 features homemade baked goods, local cheeses, fruits and vegetables, fresh from the farm pork and chicken, wine, local spirits, hard cider Gardiner Brewing Company canned beer, bedding plants and fabulous hanging baskets and finally pick your own strawberries (second week in June-end of June), cherries (third week in June-first of July) and apples in September and October. The guest have their own access via private entrance to the bedroom suite , hot tub and the 60 acres. We are farmers and work a lot therefore we are only here early in the morning and after 7 or 8 o'clock at night. At those times we would love to interact with our guest if they are willing. If guest would like to come to our farm we are always here to talk to our guests and if we have time give them a tour of our farm and new farm brewery. Set on secluded grounds, this Historic stone home is situated on 60 acres of land with chickens, ducks and 3 goose as our neighbors. The Hamlet of Gardiner is a 3-minute drive away, and New Paltz is just a bit farther. It’s best if you have a car. There is no public transportation here. You can get a taxi or an Uber from New Paltz. Bring your bikes. The rail trail is only 1/4 mile away. Drive your car into the town of Gardiner and park at the rail trail parking lot. If you are coming by bus you will arrive in New Paltz. From there you will need to take a taxi or Uber to our home. This is a very rural area so please stop at the store prior to your arrival. We do have a supermarket that is 3 miles away and Wright's Farm Market open 8-6 year round that is 1 mile away. If you bring your dog please be a where that you may not leave the dog in the room unattended.

Sep 11 – 18

$123 per night
Superhost

Apartment in Wappingers Falls

4.84 out of 5 average rating, 215 reviews

Private Spacious Strawberry Hill Loft Home

Private spacious and sparkling clean loft apartment just minutes from Metro North station, Rt 9, active Wappinger Falls, Beacon, DIA and Poughkeepsie downtown waterfront. Walkway Over the Hudson, Marist College, Vassar College, Locust Grove, Roosevelt Mansion, Mount Beacon, Catskills, New Paltz, Bowdoin Park minutes away. 15 ft cathedral ceilings and windows are sure not to disappoint! Located on a quiet private street perched atop a buff with views of beautiful sunsets over the Hudson Valley.

Sep 16 – 23

$113 per night
Guest favorite

Condo in Poughkeepsie

4.97 out of 5 average rating, 215 reviews

Spacious and stylish entire one bedroom apartment.

Enjoy a stylish experience at this centrally-located one bedroom apartment in Poughkeepsie. Apt is located in a quiet Victorian townhouse on the 3rd floor. Entire rental unit, Parking is included for one vehicle. Located downtown. Walking distance to: Post Office, Courts, County Bldgs, Police Station, City Hall, Nesheiwat Convention Center (fka Civic Center), Poughkeepsie Grand Hotel, Walkway Over The Hudson, Bardavon Opera House, The Academy, train station, waterfront, bus depot, and more.

Jun 18 – 25

$112 per night

Popular amenities for Poughkeepsie vacation rentals

Stay near Poughkeepsie's top sights

Vassar Brothers Medical Center8 locals recommend
Locust Grove Estate49 locals recommend
Vassar College58 locals recommend
Palace Diner4 locals recommend
Shadows on the Hudson49 locals recommend
Mill House Brewing Company76 locals recommend

Other great vacation rentals in Poughkeepsie

Guest favorite

Home in Poughkeepsie

4.97 out of 5 average rating, 154 reviews

3 BR|CIA|Marist|King Beds|Pets|Cable| Wifi

Sep 3 – 10

$179 per night
Guest favorite

Apartment in Rhinebeck

4.95 out of 5 average rating, 438 reviews

Gorgeous private apartment in Rhinebeck Village

Dec 24 – 31

$91 per night
Guest favorite

Apartment in Poughkeepsie

4.95 out of 5 average rating, 283 reviews

3 Bdrm. Near Hudson Valley Colleges & Attractions

Oct 29 – Nov 5

$162 per night
Guest favorite

Cottage in Clintondale

4.93 out of 5 average rating, 164 reviews

The cottage at Maple Ave - upstate mountain view

Sep 6 – 13

$116 per night
Guest favorite

Home in Hyde Park

4.9 out of 5 average rating, 468 reviews

Cozy ranch near FDR Historical Site

Jul 7 – 14

$165 per night
Guest favorite

Apartment in Marlboro

4.97 out of 5 average rating, 305 reviews

Cliff Top at Turtle Rock

Oct 1 – 8

$108 per night
Guest favorite

Tiny home in Newburgh

4.88 out of 5 average rating, 513 reviews

Cabin in the heart of the Hudson Valley, Cabin 2

Oct 30 – Nov 6

$112 per night
Guest favorite

Apartment in New Paltz

4.89 out of 5 average rating, 226 reviews

Homey Haven:Inviting Airbnb Suite with kitchen

Jun 12 – 19

$90 per night
Guest favorite

Tiny home in Marlboro

4.96 out of 5 average rating, 277 reviews

Orchard Views from a Light-Filled Tiny Home with a Fire Pit

Aug 24 – 31

$129 per night
Guest favorite

Cottage in Poughkeepsie

4.92 out of 5 average rating, 298 reviews

Be in Nature at this Gorgeous Riverfront Cabin

Nov 5 – 12

$308 per night
Guest favorite

Guest suite in Newburgh

4.92 out of 5 average rating, 165 reviews

Hudson River View Suite

Jan 17 – 24

$102 per night
Guest favorite

Apartment in Staatsburg

5.0 out of 5 average rating, 187 reviews

Through the Woods Farm

Dec 14 – 21

$129 per night

Other great vacation rentals in Poughkeepsie

Guest favorite

Apartment in Arlington

4.91 out of 5 average rating, 45 reviews

Arlingtons Finest

Jan 9 – 16

$103 per night
Guest favorite

Home in Poughkeepsie

5.0 out of 5 average rating, 8 reviews

Newly Renovated Studio - In Heart of Poughkeepsie

Sep 9 – 16

$110 per night
Guest favorite

Tiny home in Highland

4.96 out of 5 average rating, 45 reviews

A delightful and cozy studio retreat.

Apr 6 – 13

$68 per night
Guest favorite

Apartment in Lloyd

5.0 out of 5 average rating, 93 reviews

Cozy & Tucked Away - 1 Bedroom Apartment

Apr 12 – 19

$90 per night
Guest favorite

Guesthouse in Poughkeepsie

5.0 out of 5 average rating, 19 reviews

Newly Complete Full Guest Suite!

Dec 11 – 18

$83 per night
Guest favorite

Apartment in Poughkeepsie

4.91 out of 5 average rating, 70 reviews

Studio under the Walkway over the Hudson

Jul 2 – 9

$91 per night
Guest favorite

Apartment in Poughkeepsie

4.94 out of 5 average rating, 82 reviews

The Loft At Lincoln

Jul 14 – 21

$117 per night
Guest favorite

Apartment in Poughkeepsie

4.93 out of 5 average rating, 92 reviews

Spacious Studio in Historic home, near Metro North

Aug 11 – 18

$109 per night
Guest favorite

Guest suite in Ulster Park

4.95 out of 5 average rating, 63 reviews

Sunny and Spacious Studio - a serene getaway

Mar 11 – 18

$64 per night
Guest favorite

Guest suite in Poughkeepsie

4.97 out of 5 average rating, 90 reviews

Suite of Rooms in Historic Home

Feb 5 – 12

$151 per night
Guest favorite

Guest suite in New Paltz

4.93 out of 5 average rating, 55 reviews

Newly built apartment steps from Mohonk preserve.

Jun 6 – 13

$60 per night
Guest favorite

Loft in Pleasant Valley

5.0 out of 5 average rating, 13 reviews

Be our guest at The Nest!

Feb 3 – 10

$111 per night

Quick stats about vacation rentals in Poughkeepsie

Total rentals

90 properties

Rentals with dedicated workspaces

40 properties have a dedicated workspace

Pet-friendly rentals

20 properties allow pets

Family-friendly rentals

40 properties are a good fit for families

Total number of reviews

5K reviews

Nightly prices starting at

$40 before taxes and fees

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Poughkeepsie?

    Yes! Work meets play with ease at over 40 vacation rentals in Poughkeepsie featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Poughkeepsie?

    Four-legged friends are welcome in Poughkeepsie. Choose from more than 20 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Poughkeepsie?

    Experience the best of Poughkeepsie with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Poughkeepsie have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Poughkeepsie. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Poughkeepsie have wifi?

    Absolutely! We offer over 40 house rentals with wifi in Poughkeepsie. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Poughkeepsie have air conditioning?

    Absolutely! We offer over 30 house rentals with air conditioning in Poughkeepsie. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Poughkeepsie?

    Poughkeepsie has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for Apartment Rentals in Poughkeepsie?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 30 homes with air conditioning, over 40 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Dutchess County
  5. Poughkeepsie