Roxbury, about a three-hour drive away from New York City, is a bundle of cultural, historical and recreational experiences. You can head to Plattekill Mountain for a day of thrilling activities such as skiing and snow tubing. Else, a hike down Catskill Scenic Trail to admire the scenic beauty might also be worth it. Kirkside Park is a great spot to lie back and soak in the glorious sunshine. Additionally, the historic English Gothic-style Jay Gould Memorial Church and Woodchuck Lodge - a National Historic Landmark - will give you a peek into the town’s rich heritage. You can also hitch a self-guided walking tour of these and several other landmarks to make the most of your time here.
While you’re planning that itinerary, don’t forget to book comfortable accommodation. Scroll down for the best Airbnb vacation rentals in Roxbury, New York.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 14, 2024.
1. Neat pet-friendly apartment (from USD 119)
At this neat apartment, you can start your days with breakfast prepared in the compact yet equipped kitchenette. Then, consider heading out to the private porch to soak in the refreshing breeze. This can be followed by a long, soothing soak in the bathroom tub. WiFi access and a dedicated workspace have been provided in the rental so you can clock in a few hours of work, too. Else, you can connect the Smart TV to the internet and stream your favourite online show to unwind a bit.
Housebroken dogs – weighing less than 13.6kgs (30lbs) – are also welcome here. Additionally, cats treated for ticks and fleas are permitted. Note that quiet hours are to be observed between 10pm to 9am at this rental.
Top guest reviews
Amenities & Room:
the apt is airy spacious and comfortablewe had a wonderful stay in this adorable apartment everything about the space is exactly as describedgreat bed with comfortable pillows and lots of spaceplenty of room and just a charming apartmentsuper cool property cozy bright and had everything we neededCleanliness:
super clean and awesome airbnbclean and just as picturedbeautiful spotless and exactly as advertised perfect place to stay when visiting roxburythe apartment was wonderful - very clean and carefully curatedthe place was spotless cozy and cuteHost:
great hosts and beautiful placelovely apartment and j&c were great hosts i highly recommend themlovely home and a great location hosts were great and home was very cleanj&c we're informative and have a lovely relaxing home for any getawayj&c were responsive and check in/out was easyRead more reviewsLocation:
great location for a trip to plattekillexcellent location and walking distance to the town's restaurants and attractionsright across the street from all the cute little restaurantsterrific location on the main street of roxburynice place right in roxbury i loved the location
2. The Ridge (from USD 290)
The Ridge is a mountain-view home where you can spend hours admiring the scenery from the wraparound deck. Then, the chef among you can prepare a gourmet-level meal in the full kitchen. Every room is equipped with a Smart TV so you can catch up on your favourite movie and unwind. Else, consider soaking in the bathtub to wash away all the tiredness.
As the evening draws in, you can head to the outdoor barbecue grill for a fun cookout session. This can be followed by gathering around the fire pit and exchanging fun stories underneath the starlit sky.
Top guest reviews
Amenities & Room:
amazing place with stunning view on nature the home is beautiful and cozy beds are very comfortablethe view is magnificent and the kitchen was fully stocked with all the essentials for cooking fabulous mealsthe kitchen is well equipped and the view is 10/10 we would stay here again in a heartbeatthe place is beautiful super cozy and well designed home with an amazing viewthe kitchen invites you too cook with friends and familyCleanliness:
very clean and comfyit was clean all aroundthe house is nice clean and cozyplace was clean and well thought outthe house was impeccably cleanHost:
owners are very responsive and knowledgeablethe hosts were greatsteven is very responsive and accommodatingstephen the host is amazing as far as prepping for the guestthe host was proactive and responsive and it was very easy to check in and outRead more reviewsLocation:
great location for skiing tubing and hikingi highly recommend staying at this wonderful location and we look forward to returning againwould recommend this place to anyone looking to get away with a group of friendsthis place is a true findfantastic property quiet lots of personal touches close to skiing and tons of activities
3. Vacation retreat with a view (from USD 260)
This spacious rental is located on more than 3.64 ha (9 ac) of landscaped fields. Here, you can sip on your morning coffee on the porch, then curl into the hammock in the garden and read a book. A choice of beverage (tea or coffee) is provided by the host and you can use the fully equipped kitchen to prepare a hearty meal for yourselves. For a wholly sensational experience, you can dip into the private hot tub on the deck while admiring the superb mountain views.
One canine companion is welcome to stay with you here but make sure that you clean up after them. The sprawling open fields on-site are ideal for your furry friends to rollick outdoors.
Top guest reviews
Amenities & Room:
the couch was very large and 7 people sat comfortably in the living roomcomfortable beds plenty of linens and beautiful viewsthe extras were very nice ping pong table and dartboard as well as an assortment of gamesit gf a great common area to watch tv light a fire play gamesthe surrounding views are incredible and the home is so comfortable and cleanCleanliness:
everything was very clean and comfortablevery clean and comfortable spacewell maintained very clean and well equippedthe house is modern and very cleanthe house was very clean and welcomingHost:
eileen was the perfect hosteileen was a wonderful host and answered any questions we had quicklythere are good hosts and then there are great hostseileen is a great host with quick responses to our questioneileen was a great host; she provided good details which made everything very simpleRead more reviewsLocation:
the location was very secluded and perfect for a break away from city lifethe location of the house is perfect very quietgreat location in an open settinglocation is great listing is accuratethe house is beautiful and located in a quiet and very private area
4. Blue Aster (from USD 275)
Blue Aster is a top-notch vacation rental that boasts a private heated pool for you to splash around in. Some pool toys have been made available so you can enjoy yourselves to the fullest. However, note that the pool remains operational between June to September only. After pool chilling is done, you can head indoors to cook a full-fledged meal in the kitchen. Then, you can put on your walking shoes and head out for a hike in the vicinity. Upon your return, step out to lounge on the spacious deck and carry out a fun grill cookout session.
Pets are also permitted and the semi-fenced private rear yard on-site is a good spot to play with your furry buddies outdoors.
Top guest reviews
Amenities & Room:
the pool area-- the chairs umbrellas landscaping everything-- was just perfectthe garage and kitchen could be better organizedfrom the showers to the espresso machine the house was perfectour family of 6 was very comfortablewe had a relaxing and comfortable stayCleanliness:
it was very clean and cozy and had everything we neededrachel’s house is just as advertised - spotlessly clean and comfortable with a very well stocked kitchenthe pool was clean and well maintained and the walk tot he fire pit was well maintainedit was clean and had nice views of surrounding woodsHost:
rachel was a great hostrachel was a great hostrachel was a gracious host: welcoming and caringrachel is a fabulous hostshe was very responsive ahead of time answering our questions about thanksgiving cooking gearRead more reviewsLocation:
beautiful house beautiful setting great location great valuewhat an absolutely stunning place
5. Holiday cottage with a private hot tub (from USD 378)
This quaint cottage, situated on 4.86 ha (12 ac) of sprawling land, offers amazing mountain and valley views. Indoors, you can spend hours in front of the Smart TV and watch your favourite movie. When the hunger pangs kick in, you can head to the kitchen and cook up a gastronomical storm. Fast WiFi and a dedicated workspace are available in case you would like to get some work done.
Outdoors, you will find a cedar hot tub that you can dip into and soak in incredible views. There is a fire pit right next to the tub so you can even add a toasty ambience to the whole experience.
Top guest reviews
Amenities & Room:
the wi-fi was great so we could also work while staying herequinn’s property did not disappoint- very stylish and comfortable home with really great amenitiessuch a glorious property and a very comfortable and functional houseCleanliness:
clean plenty of room and great communicationsuper clean cozy and comfortablevery clean with a lot of nice touchesthe space was clean and cozy and nicely designedthe house was extremely clean along with the studioHost:
amazing amazing house and wonderful hostsquinn is a great host and the house is excellentquinn was an excellent host with extremely quick responses a great personality and a friendly demeanorquinn was a superb hostquinn was a great host and we had a great timeRead more reviewsLocation:
the kitchen was perfectly stocked and the location was greatthis is a perfect getaway locationwe absolutely love this place and hope to come back some time in the summervery relaxing in an absolute beautiful locationit was wonderful staying at quinn’s place
6. Meyorning Manor (from USD 186)
The two-storey Meyorning Manor boasts a sunroom which is a great spot to spend a slow afternoon reading books, playing indoor games or admiring views of the backyard. Else, you can consider heading to the bathroom for a comforting dip in the clawfoot tub. Once the body is fully relaxed, you can relish a meal prepared in the provisioned kitchen. After this, you can head out for a hike or walk in the famous Kirkside Park located right next to the property.
Your pets are welcome at this home and both the front and rear yards are ideal for them to spend time outdoors. Although, remember that these are not fenced spaces.
Top guest reviews
Amenities & Room:
comfortable beds & couch for loungingwe loved the album collection and enjoyed listening to music in the back living roomthe historic nature of the home made this stay at once interesting and cozycomfortable and a very well-equipped kitchen we had a nice stayCleanliness:
clean and beautifully decoratedsuper clean and beautiful housethe house is perfectly clean and well-appointedit was clean cozy and overall exactly what we neededthe house is cozy clean and exactly as describedHost:
sasha was a great hostsasha was very communicative and made sure our needs were metgood host and great placeand sasha is charming and attentive as a hostsasha was a kind attentive host with excellent communicationRead more reviewsLocation:
charming house walking distance to townloved my stay at this cute and quaint house great location to fun spots in the catskillsgreat location value very close to ski mountain and other great upstate attractionsthis is such a beautiful unique house in a great location within walking distance of some nice local restaurantsthe house is close to great skiing in the catskills
7. Bellwood Cottage (from USD 146)
Bellwood Cottage is an all-season holiday home and the provision of amenities such as child-proof locks, a high chair and baby safety gates make it a good family-friendly option. A winding private drive will lead you to a spacious cottage that sits on a sprawling 1.42-ha (3.5-ac) stretch of land. The indoor kitchen is appointed with all the amenities for you to prepare a top-notch meal for your loved ones. You can also use the gas grill on the deck and dine alfresco.
Your well-behaved pets are also welcome and you can play with them in the semi-fenced private yard. Alternatively, the patio is a good spot for them to soak in Roxbury’s sunshine.
Skiing, fishing, hiking and several other outdoor activities will be possible close by. Additionally, Kirkside Park and downtown Roxbury are within walking distance away.
Top guest reviews
Amenities & Room:
cozy living with a great deck made for a nice indoor/outdoor escapestylish and cozy cottage in a beautiful secluded area of the catskillswe used the kitchen both nights for cooking and had everything we needed to make delicious mealsCleanliness:
very clean throughout and comfortable bedsgreat place clean and host very responsiveit was cozy and clean and we really enjoyed the fireplacethe house was very clean and comfortable and the location couldn't have been more convenientclean house in perfect catskills location and host was easy to communicate with throughoutHost:
kimberlie was a great and informative host and i enjoyed my staythe host was super easy to communicate with and very welcomingand super super baby-friendly host is extremely communicative and we had everything we neededRead more reviewsLocation:
great location and no issuesbeautiful scenery in a private locationwould highly recommend this location and home to anyonethe place is super cutethe house is exactly as described and in a secluded location that allows for a relaxing long weekend
8. The Artist's Residence (from USD 168)
True to its name, The Artist’s Residence hosts visiting artists and is let out to travellers when unoccupied. This aesthetically done-up home is provisioned with all home-like comforts. The living room television is ideal to catch up on your favourite show. Else, you can head to the full kitchen and show off your culinary skills.
In the evening, you can chill on the private balcony or consider stepping out to the communal deck and interacting with the other guests on-site. After a long day, you can draw up a soothing bath for yourselves in the bathtub.
Your four-legged buddies are also welcome to stay in The Artist’s Residence. Note that this is a second-floor unit with staircase access only. Bear that in mind if you are booking for guests with limited mobility.
Top guest reviews
Amenities & Room:
great and spacious apartment we appreciated the artwork and interior decor of the apartment toothree of us were working remotely during one day of our stay and the wifi was greatwilson was super responsive and really helped make our stay as comfortable as can bewe had a great stay at wilson's apartment in roxburyCleanliness:
beautiful decor clean and overall a great experiencewe loved the decor cleanliness and coziness of this apartmentthe bathroom was clean and the shower was awesomethe place was also very clean and loved the bathroombathroom / towel was super cleanHost:
wilson was an amazing and attentive hostwilson was a wonderful host very responsive and accommodatingwilson is a great and communicative host and i'd definitely stay here againhe responded promptly with a picture which was very helpfulRead more reviewsLocation:
nice location in the center of townthe location was perfect for usreally cool place sweet locationvery well situated by being close to cafes and restaurantsperfect location with proximity to park in town wine store restaurants and ski mountain
9. Cosy log cabin (from USD 170)
This well-appointed log cabin is the perfect spot to relax in the arms of nature. You can seat yourselves on the porch swing and bask in the soothing outdoor ambience for hours. This can be followed by a calming soak in the bathtub. A turntable, record collection, board games and Bluetooth speaker have been made available to keep you entertained while indoors.
Cooking in the kitchen will be easy as it is equipped with all the necessary amenities. At night, you can carry out a barbecue cookout and relish a meal outdoors. This can be followed by lighting up the fire pit and toasting some marshmallows.
You can bring your pets also along and let them enjoy the outdoors. However, this is not a fully fenced space so remember to keep an eye on your furry buddy.
Top guest reviews
Amenities & Room:
kitchen stocked with cooking/baking essentials record player for nice entertainment strong wifiwe highly recommend a stay in this lovely cozy cabin it’s beautifully appointed with a fully stocked kitchenan idyllic secluded cozy romantic little cabin in the catskills we had an amazingly restful/fun weekendfun cozy quiet cabin was perfect for our romantic weekend getawayCleanliness:
cabin was clean well furnishedand absolutely set and cleanit’s small and cozy impeccably clean quiet and tranquilto start the cabin is well kept clean and cozythe cabin is cozy well appointed and very cleanHost:
sarah as a host was beyond lovelysarah was super responsive throughoutsarah was the best very accommodating informative and helpful throughout our staysarah provided very clear instructions on everything and was very responsive to all our questionsour host was communicative about all the right things and was very responsiveRead more reviewsLocation:
its location was lovelylocation is great remote enough for vistas and quiet from near enough to main highwayalso perfect location to explore cute neighboring small townsthe cabin itself is super cozy and the location is beautifulthis little cabin is perfect for a quiet weekend away
10. Roxbury Mountain Retreat (from USD 215)
Roxbury Mountain Retreat, located on 0.8 ha (2 ac) of land, welcomes up to two canine companions at an additional fee.
In this two-storey mountaintop home, you can lounge indoors and read a book or catch up on some television. Else, you can step out to the private pond on-site. This can be followed by a relaxing soak in the bathtub indoors to wash away the tiredness. The gas grill on the rear deck is an ideal spot to spend your evenings relishing some grilled fare with a side of delicious cocktails. You can even use the well-appointed indoor kitchen to cook a meal.
If the weather gets chilly, you can gather around the fire pit and indulge in the warm ambience. Indoors, you can also fire up the indoor wood-burning fireplace and create a toasty atmosphere.
Top guest reviews
Amenities & Room:
comfortable and well appointed furniture and surroundingsstylish furniture thoughtful artwork and so many touches just for the dogs (beds toys bowls etcsome might not like the iron in well water but wasn’t a huge issuequiet property and generally comfortable with nice outdoor spacethe beds were very comfortable and the downstairs shower was a delightCleanliness:
very clean comfortable fun spotthe house itself is amazing very clean and cozysuper clean too will definitely be back thank youthe cottage was clean and the kitchen was well equippedHost:
in addition katarina was extremely helpful with any questions we had before and during our staythe fenced in yard is awesome for dogs and the owners have a great sense of stylecommunication from the host was excellent all the way throughRead more reviewsLocation:
peaceful location and comfortable homegood location for time in the catskillsplattekill mountain was very close by which we loved and even ate in cute roxbury a couple timesit was a great location and the property is very niceterrific modern cabin in a quiet location this sweet space is beautifully located
Relax in Roxbury
Roxbury offers an eclectic platter of experiences. You can tough it out in the sun or dive into history and culture at tourist landmarks. Plan your next getaway to this charming town in New York and be prepared for a thoroughly fun time. You can book one of the neat private accommodations listed in this article to ensure that you stay comfortable.
History
Get Trip101 in your inbox
Unsubscribe in one click. See our Privacy Policy for more information on how we use your data
Create an account to