House vacation rentals in Richmond

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Popular amenities for Richmond house rentals

House rentals with a pool

Superhost
The charming farmhouse is set against a clear blue sky, surrounded by lush greenery and flowering shrubs. A rustic stone wall frames the yard, adding character to the peaceful landscape. The inviting front porch is accentuated by wide windows and traditional shutters.
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.
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 stars1 month ago
Very enjoyable time here! Instructions, accommodations, and overall experience was perfect!
Guest favorite
A bright sunroom features large windows that allow natural light to fill the space. Comfortable seating includes a cushioned sofa and chairs arranged around a central coffee table. A ceiling fan is mounted above, and subtle decorative elements enhance the inviting ambiance.
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 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, 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 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, 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 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 stars4 weeks ago
Cozy home, on a beautiful property. The natural pool is really special, and we loved staying here. Hope to be back.
Top guest favorite
A large heated gunite pool is surrounded by lush green grass and vibrant trees. Lounge chairs are positioned around the pool, with umbrellas providing shade for relaxation. The tranquil setting invites guests to unwind in a serene outdoor atmosphere.
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!
Guest favorite
The pool area is framed by lush greenery, featuring a large in-ground pool with a slide. A colorful inflatable float is seen in the water. A shaded patio table with chairs provides a space for relaxation, alongside a sun umbrella that casts shade over the area.
Home in Williamstown
4.89 out of 5 average rating, 220 reviews

Hollywood Bungalow in the Berkshires #C0191633410

EveRating, 5 stars3 days ago
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

Superhost
The farmhouse features a charming blue exterior with white trim and a large front porch. A prominent chimney rises from the side of the house. Lush green grass surrounds the home, with trees providing a natural backdrop and an American flag visible at the entrance.
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 favorite
The exterior of a two-story home features a combination of dark wooden and white siding. A well-maintained garden with colorful flowers surrounds the house, complementing the lush greenery of the yard. Large windows reflect the natural light filtering through the trees.
Home in Lenox
5 out of 5 average rating, 25 reviews

Cliffwood Cottage

NancyRating, 5 stars8 months ago
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!!
Guest favorite
A spacious home is set on a lush green lawn, with a welcoming porch and multiple gabled roofs. The exterior is painted in neutral tones, and a garage is visible on the left. Large windows allow natural light to illuminate the interior.
Home in Stockbridge
4.93 out of 5 average rating, 42 reviews

Stockbridge Cape Near Tanglewood!

CherylRating, 5 stars3 weeks ago
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!
Guest favorite
The exterior of the cottage is framed by lush greenery, with a wooden trellis adorned with vibrant purple flowers. Sunlight filters through the surrounding trees, highlighting the soft colors of the house and creating a tranquil atmosphere.
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.
Top guest favorite
The exterior of a historic red house is surrounded by lush green grass and trees. A stone path leads to the front entrance, while flowering plants add a touch of color to the landscape. The sky is clear with some clouds, creating a serene outdoor setting.
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 favorite
A charming cottage stands against a clear blue sky, framed by two large trees. The building is set on a grassy hill with golden hues, creating a serene backdrop. The simple design features a traditional roof and multiple windows reflecting natural light.
Home in Hillsdale
4.94 out of 5 average rating, 84 reviews

Sun-drenched cottage surrounded by farmland.

MadiRating, 5 stars1 month ago
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.
Superhost
The exterior of a transformed church features a pointed steeple and a central double door framed by a decorative arch. Stained-glass windows are visible, adding a historic charm against the dark wood siding. The surrounding area is lined with trees, hinting at the serene natural setting.
Home in Great Barrington
5 out of 5 average rating, 3 reviews

Berkshires Black Abbey

SophiaRating, 5 stars3 days ago
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!
Guest favorite
An open living space features a spacious bed and seating area, highlighted by natural light from multiple windows. A ceiling fan is present, and modern furnishings are arranged thoughtfully. Light wood flooring complements the neutral tones of the decor, creating a serene atmosphere.
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!

Private house rentals

Top guest favorite
The exterior of a rustic barn-style guest house is surrounded by lush trees and greenery. A warm red door is framed by a covered porch, and the structure features a classic green metal roof. Natural stone pathways lead towards the entrance.
Home in Ghent
5 out of 5 average rating, 28 reviews

Hawthorne Valley Barn

CristinaRating, 5 stars4 months ago
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
Guest favorite
A bright living area features a light-colored sofa adorned with a decorative pillow, positioned beside a wooden coffee table. Sunflowers in a glass vase rest on the table, while large windows showcase scenic views of the outdoors, enhancing the room with natural light.
Home in Copake
4.97 out of 5 average rating, 36 reviews

TREE FARM Hilltop Getaway: Majestic Mountain Views

KatherineRating, 5 stars4 months ago
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!
Superhost
A spacious living area is furnished with a large, curved sectional sofa, accented by striped cushions. A round coffee table sits atop a bold striped rug, while a decorative plant stands in the corner. Natural light streams through two black-framed windows.
Home in Chatham
5 out of 5 average rating, 3 reviews

Chatham Farmhouse Hudson Valley

NazariyRating, 5 stars5 months ago
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.
Guest favorite
A cozy seating area features an orange sofa adorned with decorative pillows in various patterns. The walls are accented with framed artwork and shelves displaying decorative items. Black curtains frame a window, allowing natural light to brighten the space.
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!
Top guest favorite
The exterior of a two-story colonial home is depicted, featuring a welcoming front porch with blue shutters and a small decorative sign. The front lawn is well-maintained, with a neatly trimmed hedge and steps leading to the entrance, inviting a cozy ambiance.
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.
Top guest favorite
A charming Victorian house with a pointed roof is surrounded by vibrant foliage. Colorful flowers in shades of pink and green bloom in the foreground, adding life to the entrance. Clear blue skies are visible above, enhancing the inviting appearance of the property.
Home in Lenox
5 out of 5 average rating, 22 reviews

Sunny House in Downtown Lenox

MarkRating, 5 stars3 weeks ago
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.
Guest favorite
The interior space features a white armchair beside a decorative wooden stool and a black coffee table. A tall ladder leads to the lofted area, while a metal shelving unit displays a framed image of a cow and a plant. Exposed wooden beams complement the natural decor.
Home in Egremont
4.91 out of 5 average rating, 82 reviews

Modern and Stylish Country Lakeside Cottage

NikiRating, 5 stars4 weeks ago
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!
Guest favorite
An open living space features a combination of modern seating options, including a gray armchair and a green accent chair. A circular ottoman and cozy patterned rug add warmth. Bar stools are positioned at the kitchen counter, while large windows allow ample natural light.
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.

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

Destinations to explore