House vacation rentals in Tyringham

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Popular amenities for Tyringham house rentals

House rentals with a pool

Guest favorite
A fenced outdoor area features a serene pool surrounded by lush greenery, with a gazebo nearby. A decorative sculpture adds an artistic touch, and several outdoor chairs provide spaces for relaxation. A pathway leads to the pool area, enhancing accessibility.
Home in Otis
4.92 out of 5 average rating, 12 reviews

Berkshires Oasis Retreat: Art Meets Nature

CharlotteRating, 5 stars5 months ago
We had a lovely time with our family! We were with 2 young children and my elderly father who cannot walk well (uses a walker). The house was perfectly designed to accommodate my father and had great living areas for us to spend time together. A very cozy, warm and welcoming home (with lots of amenities!). Yael is a very friendly, responsive host. We’d gladly come back for another winter or perhaps a summer stay! Thank you Yael!
Top guest favorite
Aerial view of the Catskills lake-front house surrounded by greenery, showcasing the serene lake and lush forested area. The property features a large driveway, with the house positioned near the water's edge. Tranquil lake views extend into the distance.
Home in Athens
4.95 out of 5 average rating, 142 reviews

Private lakefront home, hot tub & resort amenities

MariaRating, 5 stars2 days ago
The lakehouse looks exactly like the photos - stylish and cozy. The house looks small from the outside, but we were amazed by how well it fit our family of seven adults and two toddlers. The instructions/guide to the house was clearly written and super helpful, and Vincent was very easy to communicate with, usually responding right away. We were grateful for all the amenities the house comes with. In addition to enjoying the house itself and the gorgeous deck, we also made smores one night in the fire pit and went kayaking with the little ones. The owner provides guests with bracelets that give access to the community amenities as well. The community pool, playground, and little beach were all beautiful and very well maintained. Our little ones especially loved this weekend!
Guest favorite
A stock tank plunge pool is surrounded by a wooden deck and gravel, featuring a pink flamingo float. A lounge chair rests nearby, inviting relaxation in the natural setting of greenery.
Home in Hudson
4.96 out of 5 average rating, 156 reviews

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

ChristopherRating, 5 stars3 weeks ago
Very enjoyable time here! Instructions, accommodations, and overall experience was perfect!
Guest favorite
A tranquil brook flows through a rocky gorge, surrounded by lush trees and rugged stone formations. The scene showcases the natural landscape, leading toward a wooden deck with a canopy, providing a peaceful retreat in a serene setting.
Home in Rhinebeck
4.89 out of 5 average rating, 144 reviews

4Br Mountain Brook House on 130 acres w/ trails

AnnetteRating, 5 stars2 weeks ago
It was a fantastic house with a beautiful view. Plenty of space and we really enjoyed our stay. The property itself is absolutely gorgeous. Would definitely come back.
Top guest favorite
The serene backyard features a sparkling blue pool surrounded by vibrant landscaping, including colorful flowers. The house, displaying a modern aesthetic, has large windows and a covered patio that invites natural light, set against a backdrop of lush trees.
Home in Great Barrington
4.99 out of 5 average rating, 73 reviews

Stunning luxury home with pool

StephanieRating, 5 stars2 weeks ago
Beautiful home! Extremely clean upon arrival and excellent communication. Everything in the house was clearly labeled and directions for check-in and check-out were very clear. Sadly it rained our entire stay so we could not enjoy the pool or the beautiful backyard, but we still had a lovely stay. We hope to come back soon!
Guest favorite
A tranquil swimming pond is framed by lush greenery and surrounded by wooden decking. Two lounge chairs are positioned on the deck, providing a relaxing spot to enjoy the natural scenery. A shaded area with wooden slats offers a cool retreat beside the water.
Home in Ghent
4.88 out of 5 average rating, 318 reviews

Modern Barn on 12 acres w Sauna, FirePit+swimming

JasonRating, 5 stars3 weeks ago
Cozy home, on a beautiful property. The natural pool is really special, and we loved staying here. Hope to be back.
Guest favorite
An open living space features a grand piano positioned near large windows that offer views of the surrounding mountains. A light-colored sectional sofa and a round coffee table create a comfortable seating area, accented by a dining table beside it. Natural wood beams add architectural interest.
Home in Saugerties
5 out of 5 average rating, 152 reviews

Upstate Modern Scandinavian Barn in the Catskills

Zoe StarRating, 5 stars3 weeks ago
We truly enjoyed our stay at Wilderkill Barn. Maria Cristina and William were exceptional hosts—warm, attentive, and genuinely committed to making our visit special. They went above and beyond to make us feel welcome. The home was a haven, with a hot tub, sauna, pool, fire pit, pool table, and immersive sound and movie systems—all of which made our stay delightful despite the cold, dreary May weather. We can't thank them enough. ***That said, we feel it's necessary to address a serious issue with Airbnb itself that arose while booking this property, unrelated to the property itself. An unexpected tax was added after booking, and Airbnb has yet to provide a clear explanation. After years of loyalty, we were disappointed by their evasive and unhelpful customer support. This experience has made us reconsider using the platform in the future. We urge potential users to scrutinize all fees carefully and be aware that Airbnb’s support may be difficult to navigate if problems arise.***
Guest favorite
Home in Litchfield
4.93 out of 5 average rating, 190 reviews

Stunning Views, Bucolic Bliss in 1790s Farmhouse

PaulRating, 5 starstoday
We really enjoyed our time at Elizabeth Jane's place. The home is spacious and quaint, with nice furnishings, a tasteful colonial feel and easy access to downtown Litchfield and the Berkshires. The bucolic setting is lovely - scenic, relaxing and peaceful.

Weekly house rentals

Guest favorite
An inviting living space features a blue sofa adorned with colorful cushions, complemented by an orange wall. Framed artwork is displayed prominently, with a stylish hat resting on a black basket. A doorway leads to additional rooms, enhancing the room's spacious feel.
Home in Becket
4.96 out of 5 average rating, 81 reviews

Nerd Preservation Sanctuary

IlanaRating, 5 stars1 week ago
My husband and I loved our stay at this house. It checked all our boxes. It was clean, spacious, had a comfortable bed, plenty of hot water and a barbecue grill. It also came with lots of personality. We ate breakfast at the local country store/cafe called Sherwood Forest most days. It was a great place to relax and enjoy the peaceful surroundings.
Top guest favorite
A spacious kitchen features dark cabinetry paired with granite countertops, offering ample workspace. Appliances include a large gas range and dual ovens. Natural light fills the area through sliding glass doors leading to the outdoor deck. A colorful floral rug adds a welcoming touch.
Home in Monterey
5 out of 5 average rating, 21 reviews

Berkshires Retreat | Fenced Yard + Near Tanglewood

CharmaineRating, 5 stars2 months ago
Home is very beautiful. Jim and Susan were very responsive when needed we felt right at home everything was right at our fingertips when needed. We came for a weekend girls getaway and this home helped us achieve that peace we needed. Very spacious we will be back again.
Top guest favorite
Home in Canaan
5 out of 5 average rating, 66 reviews

NEW! Berkshires Farmhouse w/ Firepit & Wood Stove

MichelleRating, 5 stars1 week ago
We had a wonderful stay at James and Lissy’s house! It was perfectly located for getting around the Berkshires. The house was clean, beautiful, and cozy. When we needed to communicate with James and Lissy they were incredibly responsive and helpful. Every year, my friends from high school and I meet up for a reunion in the Berkshires (we have been doing this annually), and the hope is to stay in this very Airbnb next year, if possible/ available! It was an exceptional Airbnb experience!
Guest favorite
Aerial view captures a rustic chalet surrounded by lush greenery and a tranquil lake. The property's sloped roof blends with the natural landscape, while a winding road leads nearby. The scene conveys a sense of privacy and seclusion within a serene lakeside environment.
Home in Becket
4.92 out of 5 average rating, 77 reviews

Little Longbow Lakefront Chalet

JensRating, 5 stars3 months ago
We went in February. Even with snow no problem to drive to the house. It is perfectly located. Remote but still close enough to everything. It is close to nice hikes. We would love to come back in the Summer or so as it has its own lake access. Kitchen is perfectly equipped if you like to cook. I always like if you have a separate dinning table - to eat, work, talk. All very clean with personal touches. We can just recommend the place highly. And Jaclyn was a great host - she gave us some flexibility with checkout but also was vey responsive. Thanks a lot!
Guest favorite
A bright living room features a large sofa complemented by a cozy armchair. A coffee table sits in front of the sofa on a patterned rug. Bookshelves line the wall, and natural light floods in from the windows, enhancing the inviting atmosphere.
Home in Great Barrington
4.97 out of 5 average rating, 32 reviews

Charming Cottage - Walk To Town

AmandaRating, 5 stars2 months ago
Perfect location for a few friends that came for a birthday party. Was perfect. I didn’t worry about them at all, and I knew they had a quality stay
Top guest favorite
A light-filled open living area features a large sectional sofa arranged around a coffee table, with a soft rug underfoot. Two expansive windows provide views of the greenery outside. A dining space with high chairs is visible in the background, enhancing the inviting atmosphere.
Home in Great Barrington
4.99 out of 5 average rating, 95 reviews

Private Home in The Berkshires (New Hot Tub!)

DanielleRating, 5 stars3 weeks ago
Great stay! This is our second time staying at Bradley’s place and it was exactly the same as last time, in a good way. Place was clean, great neighborhood, very quiet!
Top guest favorite
A two-story house is set amidst greenery, featuring a fenced yard with varied foliage. A spacious deck equipped with a red umbrella is visible. A sunken fire pit is highlighted in the garden area, surrounded by trees and bordered by a quiet road.
Home in Craryville
4.92 out of 5 average rating, 119 reviews

The Gatehouse at Raspberry Ridge

HenryRating, 5 stars3 weeks ago
Lawrence and Ilze are great hosts! They actually just live next to the house and they own a farm. We took our kid to visit their farms with lots of beautiful chickens and roosters. My son even has a chance to feed the chickens. We will definitely come back!
Guest favorite
A modern glass house is situated on a gently sloping hill, surrounded by towering trees. The structure features large windows that reflect the natural surroundings, allowing light to enhance the space. Soft grass covers the hillside, leading to the home's entrance.
Home in Guilford
4.92 out of 5 average rating, 49 reviews

Vermont Mirror House

GeorgeRating, 5 stars1 week ago
I was planning on my proposal and wanted somewhere special. The window house was exactly that. Private, peaceful, super clean, amazing views and wildlife. Taylor and Marla were EXTREMELY good at communicating and getting back in a timely manner. If you and your significant other are looking to get away, this is the place. It’s sublime.

Private house rentals

Top guest favorite
A hot tub is positioned outdoors on a wooden deck, surrounded by tall trees. Fresh towels are neatly arranged on a small table nearby. The serene lake, framed by lush greenery, is visible in the background, indicating a peaceful outdoor retreat.
Home in Canaan
4.96 out of 5 average rating, 54 reviews

Private Retreat: Hot Tub! Movie Room! Pool Table!

MusserRating, 5 stars1 week ago
This was a bit of a last minute decision to come to the Berkshires and I was grateful that Tiffany could accommodate some quick changes. The house is just as described--lots of space, nice setting, pool table was fun (and cool in the basement), and I appreciated that our two dogs could be included. Even though the house is in NY, it is not far from the hiking trails and museums. We would like to come back--a lot more to see and do in this area.
Guest favorite
The image captures a vibrant garden filled with blooming flowers in various shades. A grassy area leads to a rustic red house nestled among trees, providing a serene and inviting environment. Several large bushes contribute to the lush greenery surrounding the property.
Home in Sheffield
4.96 out of 5 average rating, 28 reviews

Bull Hill Bungalow

RotemRating, 5 stars1 week ago
We had a wonderful time at Michelle’s place. The house is spacious and full of charm, nestled in lush greenery that made the stay even more relaxing. Michelle was incredibly friendly and responsive, and we felt right at home.
Guest favorite
A spacious living room is presented, featuring a large, dark sectional couch with various cushions. A 60-inch 4K TV is positioned on a low media console, opposite the couch. Natural light filters through sheer curtains into the room, complemented by a soft area rug and a potted plant.
Home in Lee
4.87 out of 5 average rating, 46 reviews

Spacious & Family-Ready Home w/ Fenced Yard in Lee

MauraRating, 5 stars1 month ago
We had a great stay! Vinicius’s home was clean, conveniently located to explore the Berkshires and easily accommodated our party of four, plus a dog. The fenced-in yard came in very handy with the latter!
Top guest favorite
A tranquil scene showcases a modern farmhouse set against a lush green landscape. A swimming pond lies in the foreground, bordered by natural vegetation, while a wooden dock and a kayak are visible along the water's edge.
Home in Hillsdale
5 out of 5 average rating, 51 reviews

Cambridge Hill Farmhouse - Sauna - Swimming Pond

janetRating, 5 stars4 days ago
This was a perfect vacation home for our family trip. Spacious house with beautiful indoor and outdoor spaces, a well equipped kitchen, luxurious and extremely comfortable furnishings and a location that makes visits to surrounding charming towns so easy.
Guest favorite
A serene lakeside dock is visible, featuring two Adirondack chairs facing the water. A blue kayak rests on the dock, with gentle waves reflecting the surrounding greenery. The scene is framed by lush grass and foliage, providing a peaceful outdoor retreat.
Home in Becket
5 out of 5 average rating, 14 reviews

Private Lakehouse in the heart of the Berkshires

AaronRating, 5 stars8 months ago
I want to say thank you to Christopher and his family for allowing my friends and me to stay in their home. it was clean, beautiful, serene and exactly what it was described to be. Christopher, your suggestions on golf courses for my friends and me were exceptional. I hope we were as good of guests as you were hosts!
Guest favorite
The historic stone church exterior is framed by lush greenery and a manicured lawn. Towering above, the bell tower features intricate architectural details. A wooden fence surrounds the property, leading to a pathway that invites exploration of the beautiful grounds.
Home in Lanesborough
4.96 out of 5 average rating, 51 reviews

Historic Stone Church in The Berkshires

ZacharyRating, 5 stars3 weeks ago
Our stay at Hinterland Hall was a wonderful, unique experience. The property has been carefully restored and tastefully staged. The surrounding area includes some great hikes, like Mount Graylock to the north and Monument Mountain to the south.
Guest favorite
A serene riverside scene features a seated statue surrounded by natural elements. Colorful fallen leaves blanket the ground, and trees provide a lush backdrop. A gentle stream flows nearby, enhancing the peaceful ambiance of the setting.
Home in Sandisfield
4.96 out of 5 average rating, 73 reviews

Lux on the River near Tanglewood w/220v EV charge

AnnaRating, 5 stars1 month ago
This is a great stay! Peaceful and you feel as if You are one with nature. Very clean. Arthur and Julie are quick to respond. Kitchen and bath have everything you need, including starter and wood for the wood stove. Cozy place right on the river where you can listen to the rolling sound of the river. Close to CT where we had a nice dinner at an old Inn with delicious blueberry cobbler. Beautiful Drive to norman rockwell museum, great Barrington and other Berkshire towns. We would most definitely stay at this home again.
Top guest favorite
A spacious great room features a stone fireplace amidst large windows, allowing natural light to fill the space. A wooden dining table is placed near a comfortable sectional sofa, creating an inviting area for relaxation and dining. The warm wood beams add a rustic touch.
Home in Staatsburg
5 out of 5 average rating, 81 reviews

Boulder Tree House

SanjayRating, 5 stars6 days ago
This house was absolutely spectacular. The gorgeous, architectural design highlighted its natural surroundings while providing all the thoughtful comforts of a home away from home. Each window is carefully placed to frame the greenery and let in the perfect amount of light throughout the day. From the steam shower to the towels to the linens, the amenities provided were comparable to those offered at a luxury hotel. The hosts were super responsive and welcoming. We couldn’t recommend it more!

Destinations to explore