House holiday rentals in Richmond

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Richmond

House rentals with a pool

Superhost
Home in Old Chatham
4.93 out of 5 average rating, 29 reviews

Haddock + Cotter - Chic Farmhouse and Barn w/ Pool

IdaRating, 5 stars1 month ago
We had a good stay at Victoria’s farmhouse. The location is really peaceful and relaxing, surrounded by nature—perfect if you’re looking to unplug a bit. The house itself is beautiful and very comfortable, with unique interiors that feel like something out of a design magazine. Victoria was easy to communicate with and helpful when we had questions. It’s a bit off the beaten path, which we liked, but still just a 15-minute drive to shops and about 30 minutes to the train and some great restaurants in Hudson. Overall, a lovely spot for a quiet getaway.
Top guest favourite
Home in Athens
4.95 out of 5 average rating, 142 reviews

Private lakefront home, hot tub & resort amenities

MariaRating, 5 stars1 week 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 favourite
Home in New Lebanon
4.98 out of 5 average rating, 61 reviews

Berkshire Mountain home views, pool, Queechy Lake

JohnRating, 5 stars3 days ago
We had a fantastic stay here - it is a wonderful place that truly does look and "feel" just like the AirBnB profile. The AC unit wasn't functional unexpectedly but we had nice weather and it wasn't a big deal. Even with that hiccup we happily give this place a 5/5 stars. We plan on coming back, and imagine it will be one of our favorite places upstate to visit
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 !
Guest favourite
Home in Hancock
4.94 out of 5 average rating, 32 reviews

Bougie B’s Mountainside Getaway

TheresaRating, 5 stars3 months ago
Absolutely beautiful space. Spotlessly clean. Full kitchen amenities plus a little coffee station. Fabulously comfortable beds and living room furniture. Deliciously soft towels. Just an overall great experience and peaceful stay!!
Top guest favourite
Home in Great Barrington
4.99 out of 5 average rating, 74 reviews

Stunning luxury home with pool

RochelleRating, 5 stars3 days ago
beautiful well maintained house, supremely functional as well as spacious. very clear instruction all over the house. 5 bathrooms to go with each of 4 bedrooms. multiple lounge areas. fully equipped kitchen with anything once could need.
Guest favourite
Home in Cheshire
4.93 out of 5 average rating, 75 reviews

Berkshire County modern home + pool

AvivaRating, 5 stars5 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 stars2 days ago
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, 93 reviews

Cozy Berkshire Getaway

ValerieRating, 5 stars2 days ago
Great apartment close to downtown Great Barrington. In very quiet neighborhood. Very clean and well stocked. Really loved the well appointed front porch with wicker seating and table. Definitely recommend.
Top guest favourite
Home in Old Chatham
4.98 out of 5 average rating, 50 reviews

The Red House

MelissaRating, 5 stars3 days ago
This is the second time we’ve stayed here and hope to return again. The house is peaceful and expertly restored. Plenty of screened in doors and windows to let in the breeze. Comfy sofas and beds. Very close to Old Chatham with a cute country store and restaurant or two. Leslie is a helpful and communicative host. The perfect spot for a Hudson Valley getaway.
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.
Top guest favourite
Home in East Jewett
4.98 out of 5 average rating, 42 reviews

Creekside Couple's Retreat w/Hot tub, Sauna & More

JennRating, 5 stars5 days ago
Lovely stay! The place was spotless, beautifully decorated, and clearly designed with care. Everything felt thoughtfully chosen, and the amenities were great—comfortable bedding, quality toiletries, and a well-stocked kitchen. Would definitely stay here again!
Guest favourite
Home in Lanesborough
4.96 out of 5 average rating, 51 reviews

Historic Stone Church in The Berkshires

ZacharyRating, 5 stars1 month 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 favourite
Home in Canaan
5 out of 5 average rating, 15 reviews

Enchanting Cottage, Come Enjoy Nature!

DeborahRating, 5 stars1 month 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.

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 stars4 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!
Guest favourite
Home in Pittsfield
4.88 out of 5 average rating, 32 reviews

Berkshire Lakehouse - 3 bedrooms - sleeps 5

JamesRating, 5 stars1 month ago
Wonderful place on the lake with a great host. Janice was very responsive, offered an early check-in and set up a baby gate. Great place for dogs and kids.
Top guest favourite
Home in Hillsdale
5 out of 5 average rating, 53 reviews

Cambridge Hill Farmhouse - Sauna - Swimming Pond

BekahRating, 5 stars3 days ago
This was such a lovely country escape for us tired city kids. The pond was a beautiful backdrop for reading and drawing. We brought our binoculars and walked across to Dan B road, spotting gorgeous birds multiple times a day. Our host, Danielle, was extremely responsive and friendly. A fuse blew our second night there, and Danielle had an electrician out to fix it the next day so we could sleep with AC that night. One warning: if you're tall, there are some very low ceilings and doorways. My partner is 6'2 and hit his head repeatedly on the bathrooms' vaulted ceilings and the kitchen doorway. The house would be great for a big group, or a family with kids -- the playroom is delightful and the big, fun kitchen makes you want to fill with your friends and eat and talk for hours. We're very grateful for our quiet getaway there!
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
4.94 out of 5 average rating, 16 reviews

Lenox Cottage

EvelynRating, 5 stars3 days ago
Fabulous location. Lovely, comfortable home. The two relaxation spaces - one off the kitchen and the other being a den - allowed me to read in peace while my husband watched tv. Room airconditioners in both bedrooms and one of the sitting rooms keep all the spaces except the bathrooms cool, and the bathrooms were fine. Susan responded to our one inquiry with lightning speed. One caution: if you are a very light sensitive sleeper, the bedrooms get light as soon as the sun comes up. The downstairs one has a shade for the window and curtains which help, but upstairs one has a bare skylight. We were there over the summer solstice, so the sun was up at 5:30am.
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 Hudson
5 out of 5 average rating, 50 reviews

Pet-Friendly Hudson Escape w/ Hot Tub

ErinRating, 5 stars3 days ago
Great getaway and launching point for hiking or visiting hudson. We loved grilling and enjoying the hot tub at the end of the day. The place is beautifully decorated and has everything you would need to cook and relax. Thanks!

Quick stats about house rentals in Richmond

  • Total rentals

    20 properties

  • Nightly prices starting at

    ₹6,020 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