
House vacation rentals in Richmond
Find and book unique houses on Airbnb
Top-rated house rentals in Richmond
Guests agree: these houses are highly rated for location, cleanliness, and more.

Nerd Preservation Sanctuary
Nerdscapist, geekmantic country home; perfect for oddballs who wish for a crafty, private, hilarious country retreat. Featuring a bad art print collection from the glorious MA Museum of Bad Art (Or Mass MOBA). Original bad art and sculpture. Much scope for the imagination's doofiest crevices. Redonkulously close to all the local fun: tiny drive to 5 lakes, Jacob's Pillow, Tanglewood 17 mi, Otis ski, 1/2 hr to Butternut Ski & Tubing Pittsfield & Great Barrington, hour to Berkshire E & Mass MOCA.

Net Zero home with rustic Berkshire charm
Be a part of the solution in our centrally located solar home that sits on a safe and quiet street just a walk, ride, or drive from downtown Pittsfield! Warm up your day on the screened-in sun porch. Warm up your toes on the heated tile floors! Enjoy custom concrete counters and wood floors in this open kitchen concept. Grill out on the rear patio while your dogs roam in the enclosed backyard. Hiking trails abound and playgrounds are just a stroll away. We are emissions free! How cool is that?!

2BR fully-stocked home Chatham Villg Walk 2 MainSt
WELCOME ALL. Pedestrian/Bike friendly Village home 200' to Main St pubs/pizza/Crandall/Yianni's/Bimi's fine & fun dining. PS21/McHaydn live theatrs, shopping, town park w/swim pond/tennis courts w/in a mile. 12mi Hudson Amtrak (taxi, Uber avail). ArtOmi, Hawthorne Valley, Tanglewood near. Keyless entry. 100% smoke/pet-free property. Check-in 4pm/-out 11am. Free high-speed WiFi & parking at door. Fully stocked home. Private outdoor dining w/propane bbq. 2 guests max. Look forward to your stay 😊

Cheerful Catskill Village Cottage
Bright and airy Catskill village refuge - a wildflower and wildlife haven in the thick of things. Historic house set on a quarter acre of trees and wildflowers, but blocks from Main Street, Catskill. Walk to Foreland, The Lumberyard, the incredible village cemetery, Thomas Cole House, restaurants and shops. Olana State Historic Site is right across the bridge! Cottage has a full kitchen, clawfoot tub, penny tile shower, front porch, dining room and large living room. Truly peaceful and lovely.

Dancing Horse Lodge
Dancing Horse Lodge is located in the heart of the Berkshire Mountains in Pittsfield, MA, minutes from Tanglewood, Barrington Stage, Jacobs Pillow Ballet, Kripalu Yoga, Shakespeare and Co. and skiing at Bosquet and Jiminy Peak. It is a light and bright residence located on a 20-acre horse farm with nature views out of each window. It is surrounded by miles of woods, great for hiking and cross country skiing. Close to all amenities yet affords beautiful, quiet country living. Come and enjoy!

Bright Stockbridge country home, near everything!
Berkshires charm in this fully renovated 1800's post and beam farmhouse set on 5 park-like acres. Features open plan living/dining/kitchen with gas cooktop and gas 3 sided fireplace, lovely sun room, master suite downstairs and 2 br, bath and sitting area upstairs. Spacious deck overlooking the expansive property Conveniently located between the charming towns of Stockbridge, Lenox & Great Barrington. We are surrounded by 4 ski areas, the closest is 10 minutes away! Many dining options too.

NEW! Berkshires Farmhouse w/ Firepit & Wood Stove
Welcome to our little slice of heaven upstate. Located just a 5-minute drive to the MA border, a stay at our home in Canaan, NY means access to the best of both Columbia County and the Berkshires. In the summer, enjoy the private Adams Point Beach on Queechy Lake and easy access to Tanglewood. In the winter, explore 4 different local ski resorts and curl up by the cozy wood stove. In between, enjoy the peaceful pond views and secluded location on a dirt road. We can't wait to welcome you!

Heart of Lenox Walk to Town Cozy Cottage!
The cottage is a 2-minute walk to Church St., right in the heart of Lenox. Kennedy Park (1.5 miles) is a short stroll away for great hiking & biking, while multiple 5-star restaurants are all within a few minute walk. Tanglewood (2 miles), Kripalu (3 miles), Shakespeare & Co. (1 mile), Berkshire Theatre Festival & the Norman Rockwell Museum (7 miles), Butternut, Jiminy Peak (15 miles) & Bousquet (5 miles) ski area, Mahaiwe Performing Arts Center & Jacob's Pillow (14 miles) are all close by!

Art Chapel is a chic historic gem near Hudson NY
This AD published renovated 1820's chic farm House set in a beautiful garden, is offered for rent in the glorious town of Stuyvesant, close to Hudson and Albany. The professionally landscaped garden has a fish pond, several terraces, magnificent large trees and a large porch (enclosed in winter) all for your pleasure and use. Public tennis & golf are near by and ready. The farm setting is relaxing and rejuvenating. This Hudson Valley village is perfect for bike rides and walks.

Berkshire Mountain retreat with Urban eco-luxuries
600 West Rd (an eco-friendly energy efficient home) serves as a haven of relaxation in the mountains, with all the comforts and conveniences of urban luxury. We are located in a prime location, directly in between Stockbridge, Lenox and Lee and only 15 minutes to Great Barrington. Whether you are here to ski, hike, hear the great musicians at Tanglewood, take in a play at Shakespeare & Co, or just relax by the firepit- we hope you enjoy your stay and will visit us again.

Fenced yard, playroom & the Berkshires - $0 fees
Enjoy our 8.5 acre, private home. It's a great place to either relax, or enjoy nature whether it's skiing, hiking, kayaking, or biking. Ample space for numerous groups, including an enclosed backyard with grill and fire pit. 4 bedrooms and 3 baths For hikers, Taconic State Park :06 For bikers, Harlem Vally Rail Trail :08 For skiers, Catamount :05 ~2.5 hours from NYC and Boston ~ 15 min to Great Barrington, MA ~25 min to Hudson, NY ~20 min to Millerton, NY

Chic Hudson Farmhouse w/ Fireplace & Porch
1873 Stylish & cozy Hudson Farmhouse w/ a wood burning stove & the perfect porch. 14 minute drive to Warren St This 3 bedroom + office home has been lovingly updated while maintaining the original details of this historic property. Located on over an acre of land, on a quiet street, this peaceful retreat is the perfect escape to unwind and relax. With high ceilings, tons of oversized windows, and an open layout, this house feels both airy & bright.
Popular amenities for Richmond house rentals
House rentals with a pool

Spacious Winter Retreat Near Woodstock Village

Berkshire Mountain House

4Br Mountain Brook House on 130 acres w/ trails

Stunning luxury home with fire pit

Modern Barn on 12 acres w Sauna, FirePit+swimming

Hudson River Sunset Getaway

Upstate Modern Scandinavian Barn in the Catskills

Sunbeam Lodge: Pool+Sauna, 50 Acres, ‘70s Oasis
Weekly house rentals

Cozy Ski Cabin! Hot Tub • Movie Room • Game Room

Lenox Cottage

Bucolic Pet Friendly Oasis | 10 min to Tanglewood

The Red House

Winter Wonderland 15 minutes to Jimmy Peak

Spacious Central Berkshires Home for Groups

Crossings Cottage

Stockbridge pied-à-terre
Private house rentals

Modern, Renovated Lakefront Escape

"Hemlock Shadow" near Tanglewood on Six Acres

Secluded + Modern | Enclosed Patio | Woodland Zen

Meadowbrook Cottage

Cozy Renovated Home Near Albany

Cozy modern home in the Berkshires

Relaxing Retreat-Enjoy Hudson Valley & Berkshires

Home away from home: Minutes to Tanglewood.
Quick stats about house rentals in Richmond

Total vacation rentals
Explore 20 vacation rentals in Richmond

Nightly prices starting at
Richmond vacation rentals start at ﺩ.ﺇ551 per night before taxes and fees

Verified guest reviews
Over 710 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Richmond vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Richmond rentals

5 Average rating
Richmond stays are highly rated by guests—averaging 5 out of 5!
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- The Hamptons Vacation rentals
- Family-friendly rentals Richmond
- Cabin rentals Richmond
- Rentals with a patio Richmond
- Rentals with a fireplace Richmond
- Rentals with a fire pit Richmond
- Rentals with outdoor seating Richmond
- Rentals with a washer and dryer Richmond
- Pet-friendly rentals Richmond
- House rentals Berkshire County
- House rentals Massachusetts
- House rentals United States
- Hunter Mountain
- Six Flags New England
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Catamount Mountain Ski Resort
- Windham Mountain
- Thacher State Park
- Mount Snow Ski Resort
- Butternut Ski Area and Tubing Center
- Hunter Mountain Resort
- Bash Bish Falls State Park
- Kent Falls State Park
- Zoom Flume
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Taconic State Park
- Norman Rockwell Museum
- Ski Sundown
- Opus 40
- Berkshire Botanical Garden
- Naumkeag
- Hancock Shaker Village
- Poets' Walk Park
- Millbrook Vineyards & Winery




