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House holiday rentals in Richmond

Find and book unique houses on Airbnb

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Popular amenities for Richmond house rentals

House rentals with a pool

Top Guest favourite
Home in Saugerties
4.94 out of 5 average rating, 131 reviews

Bluestone Escape - Where everyone is at home.

LoriRating, 5 stars1 month ago
Billy and Rhobin were so helpful and easy to communicate with. The house was so comfortable and peaceful. The property was lovely! 5 Stars all around! Thank you for a fantastic stay!
Guest favourite
Home in New Lebanon
4.98 out of 5 average rating, 60 reviews

Berkshire Mountain home views, pool, Queechy Lake

GeorgeRating, 5 stars4 months ago
The house was very spacious, the kids ranging from 6-10 loved the games, especially cue ball and fuzz ball. The adults loved the fact there was a lower half where the kids can watch movies and play, while the adults did grown up chatting in the living space. A memorable ski weekend that everyone enjoyed to the fulliest and sad it went so fast. We look forward returning one day in the spring or summer to see a different aspect of the area. Thank you!
Guest favourite
Home in Rhinebeck
4.89 out of 5 average rating, 145 reviews

4Br Mountain Brook House on 130 acres w/ trails

eveRating, 5 stars2 weeks ago
We were 5 girlfriends staying at this property. Each one of us loved everything about it . Perfect location !
Top Guest favourite
Home in Great Barrington
4.99 out of 5 average rating, 73 reviews

Stunning luxury home with pool

StephanieRating, 5 stars3 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 favourite
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 favourite
Home in Saugerties
5 out of 5 average rating, 152 reviews

Upstate Modern Scandinavian Barn in the Catskills

Zoe StarRating, 5 stars4 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 favourite
Home in Cheshire
4.93 out of 5 average rating, 75 reviews

Berkshire County modern home + pool

AvivaRating, 5 stars3 days ago
We had a wonderful stay at this adorable home in the Berkshires! The house was very comfortable and cozy, and the backyard with the deck and pool provided a wonderful space to hang out day and night. The house was situated 20-30 minutes from so many places - downtown Lenox, Miraval Spa and Ballderdash Winery. We can’t wait to come back!!
Top Guest favourite
Home in East Chatham
5 out of 5 average rating, 16 reviews

Stylish Rural Sanctuary with POOL!

KristinaRating, 5 stars1 week ago
We had a wonderful stay at this beautiful property! The location is close to plenty to do and great dining but also feels very private. The home is absolutely beautiful as pictured. The pool was a real treat to have and half of the pool is a shallow end which was a bonus for us traveling with a child. The beds are very comfortable which is always a huge plus when traveling. The hosts were responsive with any questions that came up. We would happily stay again!

Weekly house rentals

Guest favourite
Home in Pittsfield
4.95 out of 5 average rating, 22 reviews

Whispering Woods Guest House

CarinRating, 5 starstoday
We had a great stay in Pittsfield. Taylor has gone above and beyond with little extras in the space- snacks, games, and amenities. Everything was as described. We appreciated your guidebook and the recommendations. Thank you for a relaxing stay!
Guest favourite
Home in Richmond
4.88 out of 5 average rating, 26 reviews

Tanglewood | Outdoor living room | Fire pit

MervetRating, 5 stars1 week ago
We were in town for a wedding with 7 people in our group (6 adults and 1 child). The home was spacious and everyone had a place to sleep. It was very clean and had lots of amenities as described. I wish we could have stayed longer as we didn’t get a chance to enjoy the beautiful back yard but we felt right at home for the 2 days we were there. Elise was super responsive and helpful from the time we booked all the way until checkout. I would definitely recommend staying at Elise’s lovely home.
Superhost
Home in Great Barrington
4.76 out of 5 average rating, 92 reviews

Cozy Berkshire Getaway

TashaRating, 5 stars1 month ago
We were happy with this AirBNB and would stay here again. It was nice and quiet but a very short drive into Great Barrington. Close to lots of hiking. Updates have been made since some of the previous reviews. There are two couches in the living room and some of the stock items in the kitchen for convenience.
Top Guest favourite
Home in Old Chatham
4.98 out of 5 average rating, 49 reviews

The Red House

DianneRating, 5 stars1 week ago
We went to Chatham for a wedding near by and could not have asked for better accommodations for a weekend out of the city. Hope to go back!
Guest favourite
Home in Pittsfield
4.95 out of 5 average rating, 62 reviews

Summer Family Fun at Hygge House on Richmond Pond

KatrinaRating, 5 stars8 months ago
The Hygge House was a lovely spot to spend my birthday weekend with my family and friends. We took advantage of so many close-by activities. But the highlights were at the house itself - paddling the canoe and kayak through the water, outdoor dinner, and s’mores at the fire pit. Jessica was also so easy to communicate with and super accommodating during a personal emergency we experienced. We loved our stay and would love to come back again soon.
Guest favourite
Home in New Lebanon
4.94 out of 5 average rating, 32 reviews

Airy Upstate Getaway with a View

GailRating, 5 stars3 weeks ago
Jaryn is a terrific host -- responsive and helpful in every way. The property is ideally located to access the northern and southern towns in the Berkshires. There are trails at the top of the cul de sac as well as Shaker Mountain just up the road. New Lebanon has some hidden gems for eating such at M & M's, Blueberry Hill Market and Marios. Easy to get to shopping in Pittsfield and Lenox. Great place to relax and hang out as well as taking advantage of music, art and cultural activities in Lenox, Stockbridge and Becket. Most of all, there are the most amazing sunsets every night!
Guest favourite
Home in Canaan
5 out of 5 average rating, 15 reviews

Enchanting Cottage, Come Enjoy Nature!

DeborahRating, 5 stars4 weeks ago
We loved staying in this Airbnb for a peaceful weekend getaway! Lucas was very responsive and check in was a breeze. The house was as described, in a beautiful, private location. Everything was spotless and we appreciated the attention to detail in terms of amenities.
Top Guest favourite
Home in East Chatham
4.99 out of 5 average rating, 68 reviews

Relaxing Retreat-Enjoy Hudson Valley & Berkshires

ChristineRating, 5 stars6 months ago
This is a comfortable home that is clearly loved and cared for by the owners, with all of the amenities you would want. It's a relief to come to an Air bnb that is more than a place to stay, but truly a home away from home.

Private house rentals

Superhost
Home in West Stockbridge
4.86 out of 5 average rating, 44 reviews

Magical Berkshires Farmhouse on 18 Glorious Acres!

AndreaRating, 5 stars8 months ago
Beautiful home in a peaceful setting a short drive to Berkshires attractions. The house was cozy and inviting, with so many beautiful touches that made it feel like a real home instead of an Airbnb that was solely designed for income. Despite the size and many nooks and crannies it was impeccably clean. We were there during some chilly rainy days and it was a lovely place to curl up and read or chat, with plenty of room to spread out. One thing to be aware of, the full bath with shower is on the main level, so using it requires toting shower things up and down the stairs each time. Something to be aware of if there's a group member with less mobility. Very doable with assistance, and the shower is a walk-in which was great. I didn't think anyone in my party would mind the train. Little did I know it would turn out to be the highlight of the trip and best part of the stay. Everyone loved it!
Guest favourite
Home in Becket
4.96 out of 5 average rating, 82 reviews

Nerd Preservation Sanctuary

GailRating, 5 stars2 days ago
This cabin was an absolute dream come true and exceeded all my expectations! From the moment we arrived, we were enchanted by its charm and the serene beauty of its surroundings. The cabin itself was impeccably clean, cozy, and wonderfully decorated, making us feel instantly at home. Every detail seemed thoughtfully considered, from the comfortable furnishings to the well-equipped kitchen. We particularly loved the personal touches in the decor, i.e. the writing on the walls and all of the books. The location was simply perfect – as a city gal, being surrounded by nature in a peaceful setting was exactly what I was looking for. I enjoyed spending time in the yard in the morning with my breakfast and enjoyed driving to the Norman Rockwell Museum. Taryn was incredibly responsive and helpful with any questions I had and made the entire booking and check-in process seamless. We left feeling completely relaxed, rejuvenated and already have our next stay booked! This place is a true gem!
Top Guest favourite
Home in Hillsdale
5 out of 5 average rating, 52 reviews

Cambridge Hill Farmhouse - Sauna - Swimming Pond

janetRating, 5 stars1 week 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.
Top Guest favourite
Home in Pittsfield
5 out of 5 average rating, 31 reviews

Marie’s Place unit 3

HeatherRating, 5 stars1 week ago
My family had an amazing time at Marie’s place. Accommodations were exactly as described. The number one thing I look for in a place is cleanliness and Marie’s place was impeccable. Marie’s place is on a nice neighborhood street in a friendly neighborhood. We felt right at home. Marie goes above and beyond on the details, extra toiletries, snacks, coffee, board games and books for adults and children in every room. She also checked on us after our first night just to make sure everything was going okay and to make sure we didn’t need anything. Marie is an amazing host! Best airbnb we have stayed at. We would definitely recommend.
Guest favourite
Home in Lenox
4.93 out of 5 average rating, 15 reviews

Lenox Cottage

KarenRating, 5 stars1 month ago
The local can't be beat! Easy to walk to downtown shops and restaurants. Other major attractions are close by, and you can even walk to Kripalu if need be. The home felt like a home with unique decor and a great layout. Would love to stay again!
Guest favourite
Home in Valatie
4.97 out of 5 average rating, 33 reviews

Majestic lake front house

PeterRating, 5 stars1 month ago
We had a great time at Francois & Ann's oasis by the lake. It was so relaxing to wake up, look at the lake, and listen to birds chirp. If you are looking for isolation, this place does the trick, We didn't see anyone all week on the lake or at the other cabins until the day we left. The lake has excellent fishing. With little effort, we caught several decent-sized bass and pickerel right off the dock. The location is ideal. You feel like you are out in the country, but are close to great restaurants in Kinderhook and only 25 minutes from Hudson or Albany. It's also only an hour from Mass Moca and 90 minutes to Cooperstown. Francois and Ann were very communicative and quickly responded to questions and comments.
Top Guest favourite
Home in Great Barrington
4.99 out of 5 average rating, 96 reviews

Private Home in The Berkshires (New Hot Tub!)

MichaelRating, 5 starstoday
We had an amazing stay at Bradley’s home. It is a perfect size with everything you need for a relaxing vacation. It is close to so many great restaurants and cute downtown areas for shopping. The beds were super comfortable and the air conditioning worked like a champ. The shower was huge with top notch water pressure. Star of the stay was definitely the hot tub, really strong jets and great temperature control. I did not want to leave at the end of our trip! Thank you Bradley for being a great host and welcoming us into your beautiful home!
Top Guest favourite
Home in Canaan
5 out of 5 average rating, 20 reviews

The Little Yellow Door

RachelRating, 5 stars1 day ago
An incredible house for a group trip. More gorgeous and spacious than the photos made it seem — both inside and outdoors! Incredibly decorated, too!

Quick stats about house rentals in Richmond

  • Total rentals

    20 properties

  • Nightly prices starting at

    $117 NZD before taxes and fees

  • Total number of reviews

    690 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore