Places to stay in Montgomery

Book unique places to stay, houses, and more on Airbnb

Top-rated places to stay in Montgomery

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Superhost

A welcoming entrance is framed by lush green plants and flowers. A decorative gate stands slightly ajar, leading to a stone pathway that guides toward a colorful house with a distinctive entrance. The overall ambiance is inviting and friendly.

Home in Poughkeepsie

4.8 out of 5 average rating, 108 reviews

Garden Retreat Theme

One of the best Hudson Valley kept secret. Welcome, the Alexandria Clinton House, a beautiful experience awaits you. Your separate apartment on-site which offers a private entrance and adequate space for small groups and families of 6, open living room full sleeper couch and separate converted sleeping area. It's an ideal location for a family as well as a romantic getaway. One private bedroom. Inviting porches, outdoor living with fire pit, gardens to lounge about. Bathroom through the bedroom.

Top guest favorite

An outdoor deck area features comfortable seating arrangements with weather-resistant furniture, surrounding a central coffee table. A stone fireplace stands at one end, with lush greenery in view, creating a serene environment for relaxation and outdoor dining.

Guesthouse in Woodstock

5 out of 5 average rating, 378 reviews

Steps toTown/Bus Pet Ok/No Extra Fees! &Five Star

PRIVATE Modern/Rustic Apt WALK TO ALL 5 * Rating "premiere" NO EXTRA CHARGES! 1000 sq ft Pet Friendly n/c Park Master King Suite &I can put up 2cots /crib Full Kitchen Cathedral Living Room w/Mountainview. 1&1/2 Bath Deck for Outside Dining w/Mountainview WOOD FIREPLACE on deck Wi-Fi Wash/Dryer Gas BBQ Steps to CTR of Town Green & NYC Bus-stop, THE COLONY, Yum Yum, Goodnight , Garden Cafe, Silvias, Bread Alone, Mud Club, Station Bar, shops . Cemetery's Bubbling Stream, PrivatePlayground

Top guest favorite

A charming studio cottage is nestled among trees, with a covered porch adorned by an American flag. Steps lead up to the entrance, and a wooden railing provides safety. Seasonal foliage in warm colors surrounds the area, complementing the rustic setting.

Cottage in Cortlandt

4.99 out of 5 average rating, 188 reviews

The Little Cottage in the Woods

The Little Cottage in the Woods Nestled among the trees, and in close proximity to our main house, this studio cottage is newly refurbished, very private and is in a great location to access the Hudson Valley. Hiking trails are within minutes of the cottage or right out the front door. Golf courses are also minutes away. Whether you are in the area on business or just looking to escape for the weekend and enjoy the out doors. It is situated on 9 1/2 hikeable acres, all available to our guests

Superhost

A modern kitchen area features sleek cabinetry and stainless steel appliances. An island with a sink and seating separates the kitchen from the living space. Large windows allow natural light to fill the room, while a staircase is visible in the background.

Camper/RV in Fishkill

5 out of 5 average rating, 3 reviews

Luxury Get-A-Way Beacon/Fishkill

Come Stay @ This ALL NEW Glamper & Enjoy All That Beacon Has To Offer ! From Hiking, To All The Shops & Restaurants On Both Main Street Beacon & Fishkill. 10 Min Ride to Train Station, 5 Min Drive to Either Beacon Or Fishkills Main Street & 10 mins To Hiking You Are Never Too Far From Any Amenities But Away from Noise & Distractions. Outdoor Fireplace & Seating(Summertime)Electric Fireplaces Full BRAND NEW KITCHEN AND BATHROOM. Sleeps Up To 9 & is the PERFECT Place To Enjoy Each Others Company

Top guest favorite

A modern kitchen is equipped with stainless steel appliances, including a microwave and oven. A spacious countertop is complemented by a white backsplash and soft close cabinetry. A dining area features a wooden table surrounded by chairs, with natural light streaming through a nearby window.

Condo in Vernon Township

4.96 out of 5 average rating, 107 reviews

✰ 255 Mountain Creek Luxury 1 bd Deluxe sleeps 5

Read our Reviews :) They speak for themselves. LUXURY Unit Sleeps 5 Non Smoking Fully stocked pantry for a weekend getaway or a long stay with meal prep. Looking for a modern room for a weekend away at the year round pool and hot tubs? Well you came to the right place. The Appalachian is located directly on the Mountain Creek offering activities for every season such as the Snowsports, Mountain Biking, Waterpark, Golfing, Treescape Ziplines, Golfing, Horseback ridding, and 24/7 fitness Gym.

Top guest favorite

An outdoor space features a barbecue grill, a circular firepit surrounded by four chairs, and a coffee table. Scattered trees provide shade, while a deck is visible in the background. A shed is seen in the distance, adding a functional element to the setting.

Home in Wappingers Falls

4.96 out of 5 average rating, 26 reviews

Caroline House Beacon Getaway

Set just outside Beacon in a beautiful, quaint neighborhood, this is the perfect retreat for family and friends after a fun day at all of the local attractions. Enjoy the large outdoor space with firepit, grill, hammock and deck or any of the close by farms, breweries, downtown Beacon and the many Hudson River adventures. Just 7 minutes from the Beacon MTA train and I84 with all the excitement at your fingertips set in a beautiful neighborhood where you may spot our neighbors horses roaming.

Superhost

A brick fireplace serves as a focal point, with several white candles arranged on the hearth. Natural light filters through a nearby window adorned with sheer curtains, illuminating the seating area with cozy cushions beside a built-in bookshelf.

Apartment in Kingston

4.77 out of 5 average rating, 115 reviews

In the Heart of Kingston

Pet friendly. A comfortable apartment in the heart of midtown Kingston. Enjoy a cup of coffee in the garden, or curl up with a book in the window seat in the living room. This apartment is a great spot to relax from a day of exploring Kingston. You will be close to everything when you stay at this centrally-located place. Note: located near a train; so if you are a light sleeper, it might not be a good fit. Garden area is still in winter mode (until May 15th), so please excuse the mess.

Top guest favorite

A tree with a spiral staircase decorated with string lights is featured, creating a charming morning or evening ambiance. The surrounding garden is lush with various greenery, enhancing the natural setting. Soft illumination from the lights highlights the texture of the tree bark.

Home in Mount Tremper

4.92 out of 5 average rating, 190 reviews

Rippleside Retreat - Stay and Relax

LOCATION, LOCATION! Spacious and quiet creek-front and mountain view home. Near Phoenicia and Woodstock for shopping, browsing art galleries, and fine dining. Plenty of hiking trails, fishing, and tubing in the warmer months, and close to skiing at Belleayre, Hunter, Windham, and Plattekill Mountains for winter enthusiasts. The home is conveniently located near the Emerson Resort and Spa, Foxfire Mountain House, Howland House, Mount Tremper Arts, and Onteora Mountain House wedding venues.

Guest favorite

A welcoming porch features a ceiling light fixture, two comfortable black seating chairs, and vibrant flower arrangements with red and white blooms. The entrance door presents a decorative glass panel, contributing to the inviting atmosphere of the home.

Home in Port Jervis

4.93 out of 5 average rating, 237 reviews

Victorian At Orange Square Entire Home

Immediately Feel Welcome As You Walk Up On The Pillared Front Porch With Its Rocker And Lounge Chairs. Enter The Welcoming Foyer And Feel The Comfort Of Home. Sink Deep In The Stuffed Couches In Front Of The Remote Controlled Gas Fireplace.. Enjoy Your Current Favorite Book Or The Smart TV Entertainment Center. If Inclined Cook A Meal In The Modern Kitchen And Dine In The Elegant Dining Room With A Wood Burning Fireplace. FOLLOW US ON INSTAGRAM https://instagram.com/vic.torian11

Top guest favorite

A welcoming entrance is framed by a decorative sign reading 'WELCOME.' A planter with vibrant flowers adds a colorful touch, while natural stone and gravel pathways lead toward a lush garden filled with greenery and colorful decorative elements.

Guest suite in Newburgh

4.92 out of 5 average rating, 168 reviews

Cozy Country Efficency in Hudson Valley

Spacious and cozy one bedroom efficiency Warm and welcoming, sparkling clean nestled in The Hudson Valley all the amenities of a hotel stay, but the comfort of your own space Farm markets, Wineries, Craft beer through out the area. Historic sights to visit or outdoor activities all around ( hiking, skiing, kayaking, bike riding,etc) Stay in and cook in well appointed kitchenette or sample the large variety of excellent restaurants throughout the region

Guest favorite

A serene outdoor space features wooden benches surrounding a fire pit, with a stone patio extending towards a stunning view of the Hudson River. Lush trees provide natural shade, and the horizon showcases gentle hills under a soft blue sky.

Guest suite in Ossining

4.71 out of 5 average rating, 58 reviews

House on the hudson is a 3bed 2bath private kit/LR

Happy Fall our home is very near Apple picking farms and the pool is still open. A minutes drive to Historic and legendary HV activities. Minutes from Sleepy Hollow. Tons of farms wineries distilleries and breweries too. Summer fun kayak rentals near by. We have tons of hiking or biking trails minutes from our front door. Our deck overlooking the Hudson River and hook mountain even spark a camp fire or roast some s’mores

Superhost

A modern two-story house is set against a backdrop of autumn foliage. Large windows adorn the front, allowing ample natural light, while a staircase leads to the welcoming porch. An American flag gently sways while greenery and decorative stones are placed in the foreground.

Home in Beacon

4.89 out of 5 average rating, 161 reviews

Hiking Hideaway on the Ridge

Come and enjoy a few days in the Hudson Valley. Located on 7 acres in Beacon, NY, our place is a short ride to Main Street and family-friendly activities including art galleries, restaurants, museums, hiking and sightseeing. The nightlife is lively especially on Second Saturday, and you are only little over an hour by train to NYC. You'll love the secluded ridge location, and your friendly host and hostess.

0 of 0 items showing

What guests are saying

Red Door Inn - One Bedroom Suite in Cold Spring.

4.87 out of 5 average rating, 76 reviews3 months ago

Another wonderful stay at Jeff’s place! As a Superhost myself, I find Jeff’s place to be an outstanding value. Always clean, very comfortable, and restful. Jeff is always there if you need anything, but there is plenty of privacy in this cozy and completely separate basement apartment. I highly recommend Jeff’s place!

Guest suite in Cold Spring

What guests are saying

Cozy studio, amazing views, BBQ, firepit

4.97 out of 5 average rating, 67 reviews3 days ago

I had a very pleasant stay here. The unit is perfect and has everything you could need. The kitchenette is well equipped with cooking gear, fridge with freezer space, and microwave. Lots of ways to make coffee. The bed and pillows were very comfortable, and I was able to log in and watch multiple streaming services. Everything was very clean, and there were nice smelling toiletries and room fragrances. Lots of plugs including usb for charging, and a quiet atmosphere. Its location is near a lot of nice restaurants and places to see, in addition to great hikes (after which that good-sized bathroom with high-pressure, hot shower was a dream). Great communication with owner, who also provided a very nice and detailed area guidebook, and super easy to check in. Would highly recommend!

Guest suite in Accord

What guests are saying

Creekside Cottage Retreat: Light, Cozy, Getaway

4.92 out of 5 average rating, 24 reviews6 months ago

Cooper’s airbnb was excellent for the price. It was quiet, clean and cozy. Not the most updated home, but again great for the price. Amazing location. Centrally located and had a gorgeous yard and backyard creek. Cooper was very responsive and helpful! Highly suggest for a casual trip (:

Cottage in Saugerties

What guests are saying

New! Heart of Milford- Historic Area

4.97 out of 5 average rating, 29 reviews1 month ago

it is a nice, cosy apartment right in the center of the town. The apartment is on the 2nd floor of the house. There is a driveway to park a car. The bed is very comfortable. The kitchen is fully equipped and stuffed with some extras. I would definitely recommend this place.

Apartment in Milford

1 of 12 pages