
House vacation rentals in Richmond
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Top-rated house rentals in Richmond
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Popular amenities for Richmond house rentals
House rentals with a pool

Haddock + Cotter - Chic Farmhouse and Barn w/ Pool
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.

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres
Very enjoyable time here! Instructions, accommodations, and overall experience was perfect!

Berkshire Mountain home views, pool, Queechy Lake
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

4Br Mountain Brook House on 130 acres w/ trails
We were 5 girlfriends staying at this property. Each one of us loved everything about it . Perfect location !

Stunning luxury home with pool
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.

Modern Barn on 12 acres w Sauna, FirePit+swimming
Cozy home, on a beautiful property. The natural pool is really special, and we loved staying here. Hope to be back.

Stylish Rural Sanctuary with POOL!
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!

Hollywood Bungalow in the Berkshires #C0191633410
Diana and family were amazing super friendly, accommodating and checked in on use through out. We arrived later than expected but Diana waited for us and showed us around the property. We even got to see her dogs, meet her family, met the horse on the property behind and great conversations with Diana. She made us feel right at home. She prepped the pool for us, left us some good snacks and offered lots of recommendations. When you visit check out the theater set up, it’s pretty cool with insane sound system and clear video. Comfortable beds and all around beautiful property. If you visit in the summer it is a little warm on the second floor but we cooled off in the pool and just made sure to turn the fans on. It was the perfect birthday trip, relaxing, private and homey. My family and I are already looking forward to the next trip. Thank you to Diana for everything and hope we can meet again! 100% recommend.
Weekly house rentals

Magical Berkshires Farmhouse on 18 Glorious Acres!
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!

Cliffwood Cottage
My sisters and I do a yearly getaway and we chose Christine’s place for our stay this year. Everything was as described. Loved being able to walk to the center and restaurants. Very clean, plenty of towels, everything we needed was provided. Highly recommend!!

Stockbridge Cape Near Tanglewood!
One of the cleanest Airbnbs I've stayed in. Perfect for a group of 5 women. Space was great, all had our own bed, and the two bathrooms worked well for us. Minutes to all attractions and restaurants in the Stockbridge/Lenox area. Large, beautiful deck that we wished we had been able to use more but for all the rain. Only thing to note is that if you have mobility issues, the back stairs on the deck to get into the house might be challenging. Other than that, would definitely recommend to others and would stay here again!

Lenox Cottage
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.

The Red House
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.

Sun-drenched cottage surrounded by farmland.
Our stay here was fantastic! The house was beautiful and had everything you could need to feel right at home. Including a kitchen stocked with essentials, lots of fire wood and games. The location of perfect right between Hudson and Great Barrington and it felt super private. Would definitely stay here again.

Berkshires Black Abbey
Anthony and Hannah’s place was beyond our wildest dreams. Somehow it manages to be even more beautiful (and bigger!) than the photos. It is clean, thoughtfully designed, not to mention bursting with character and history. Hannah and Anthony were flexible and responsive - always happy to answer our questions or suggest a fun excursion. The area is so peaceful yet full of fun attractions museums restaurants antique stores and stunning natural forests lakes and waterfalls. We also loved the outdoor sauna on the property!!! The people we interacted with were extremely friendly. I highly recommend staying here with a group of friends or family. You will be very glad you did. Thanks for the best long weekend. Truly an unforgettable experience!

Airy Upstate Getaway with a View
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!
Private house rentals

Hawthorne Valley Barn
Our stay at Kim's home upstate was absolutely perfect! The accommodations were exactly as described and super clean. If you're looking for a quaint, cozy unique experience this is it! We had all we needed and communication was easy and pleasant. Highly recommend

TREE FARM Hilltop Getaway: Majestic Mountain Views
We had a wonderful, restful stay in this beautiful home. The ambience is so peaceful and the home is spotless, with many thoughtful touches for guests. We'd definitely stay again!

Chatham Farmhouse Hudson Valley
We had an amazing weekend stay at Micah’s place! The home was absolutely stunning—super clean, beautifully furnished, and stocked with everything you could possibly need. The kitchen was fully equipped with all the appliances, making it easy to cook and enjoy meals. The highlight was the TV room, which had incredible sound quality and made for a perfect spot to relax. The home was also very child-friendly, which made our stay even more enjoyable. Overall, a fantastic experience! Highly recommend this place.

Whispering Woods Guest House
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!

Marie’s Place unit 3
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.

Sunny House in Downtown Lenox
We loved this place. Everything is as described. It’s within walking distance of the main section of Lenox with restaurants and such, but still a block back into a lovely neighborhood so it felt secluded. No traffic or sounds of people. Very quiet.

Modern and Stylish Country Lakeside Cottage
This was my second time staying at Maureen’s beautiful lakeside home and it surely won’t be my last. It’s the coziest, peaceful and inspiring place. Looking forward to future visits!

Majestic lake front house
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.
Quick stats about house rentals in Richmond
Total rentals
20 properties
Nightly prices starting at
R1,240 ZAR 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
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- Hunter Mountain
- Six Flags New England
- John Boyd Thacher State Park
- Taconic State Park
- Jiminy Peak Mountain Resort
- Albany Center Gallery
- Berkshire East Mountain Resort
- Zoom Flume
- Bash Bish Falls State Park
- Catamount Mountain Ski Resort
- Kent Falls State Park
- Mount Greylock Ski Club
- Mount Snow Ski Resort
- Windham Mountain
- Norman Rockwell Museum
- Beartown State Forest
- Mohawk Mountain Ski Area
- Bright Nights at Forest Park
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Clarksburg State Park
- Opus 40
- Pineridge Cross Country Ski Area
- Naumkeag