Photo by Caitlin Reese

Richmond Holiday Rentals

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Check prices for these dates

In two weeks
12 Dec - 14 Dec
In two months
23 Jan - 25 Jan
In three months
20 Feb - 22 Feb
In four months
20 Mar - 22 Mar

Holiday Rentals in Richmond

Lobby
Vacation Village in the Berkshires

Condo in Williamstown

3.0 star property
8.8 out of 10, Excellent, (2147)
"Great place!"
United States
Nicole
The price is HK$576
HK$729 total
includes taxes & fees
29 Nov - 30 Nov
Vacation Village in the Berkshires
Indoor pool, outdoor pool, pool umbrellas, pool loungers
The Ponds at Foxhollow

Condo resort in Lenox

3.0 star property
8.6 out of 10, Excellent, (134)
"A good place for vacation that you can enjoy and rest. Very nice and safe place."
United States
Cyril
The price is HK$937
HK$1,047 total
includes taxes & fees
5 Dec - 6 Dec
The Ponds at Foxhollow
Exterior
Jiminy Peak Mountain Resort

Condo resort in Hancock

3.0 star property
8.2 out of 10, Very good, (986)
"This is our second time staying here. We love the property, the suites work for us as there is a bedroom which is separate from the living space. There are plenty of things to do on the property and in the surrounding area. Mt. Greylock, antiquing, great breakfast spots! The Country Store on the property has great sandwiches and things needed for your stay."
United States
Amy
The price is HK$1,148
HK$1,283 total
includes taxes & fees
26 Nov - 27 Nov
Jiminy Peak Mountain Resort
Fridge, microwave, oven, stovetop
Cozy Rustic Apt in 18th c Berkshire Farmhouse

Apartment in Lanesborough

9.6 out of 10, Exceptional, (67)
"Great value, so much better than all the touristy motels in the area!"
United States
Chris G.
The price is HK$1,051
HK$1,616 total
includes taxes & fees
11 Dec - 12 Dec
Cozy Rustic Apt in 18th c Berkshire Farmhouse
Outdoor dining
Dog Friendly A-Frame in the Berkshires! Hike/Ski Appalachian Tr. Walk to lake!

Holiday Home in Sherwood Forest

10.0 out of 10, Exceptional, (4)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
The price is HK$1,135
HK$2,928 total
includes taxes & fees
2 Dec - 3 Dec
Dog Friendly A-Frame in the Berkshires! Hike/Ski Appalachian Tr. Walk to lake!
Balcony
Micosta Leisure Inn

Aparthotel in Hudson

3.0 star property
9.2 out of 10, Wonderful, (131)
"Clean, pet friendly , just an overall super nice place to stay "
United States
Gail
The price is HK$1,011
HK$1,133 total
includes taxes & fees
9 Dec - 10 Dec
Micosta Leisure Inn
Exterior detail
Taborton Harvest Boulder Pines Cabin in the woods

Cabin in Sand Lake

10.0 out of 10, Exceptional, (13)
"Loved the earthiness and serenity of the cabin and great room. Everything built and made and maintained by the Adamos- truly a haven "
United States
Joanna R.
The price is HK$973
HK$1,434 total
includes taxes & fees
26 Nov - 27 Nov
Taborton Harvest Boulder Pines Cabin in the woods
Exterior
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking

Holiday Home in Sherwood Forest

9.6 out of 10, Exceptional, (10)
"Very nice location with tons of privacy, yet not too far from things to do. Very easy for our dog to navigate the property as well."
United States
James D.
The price is HK$1,247
HK$2,975 total
includes taxes & fees
1 Dec - 2 Dec
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking
1 bedroom, iron/ironing board, bed sheets
Penthouse Apartment on Park Street

Apartment in Adams

2.0 star property
9.6 out of 10, Exceptional, (13)
"Adams is a beautiful town and looks and feels like the appalachian trail! "
United States
judy r.
The price is HK$903
HK$1,904 total
includes taxes & fees
29 Nov - 30 Nov
Penthouse Apartment on Park Street
Property grounds
All comforts of home

Apartment in Hudson

9.8 out of 10, Exceptional, (50)
"Loved the place and would love to come back. "
United States
Georgine
The price is HK$763
HK$1,029 total
includes taxes & fees
1 Dec - 2 Dec
All comforts of home
Property grounds
All the comforts of home

Holiday Home in Hudson

9.2 out of 10, Wonderful, (28)
"Really liked staying at Steven’s place! The hot tub was a great touch. Stayed in Unit 1 - it’s small but perfect for what we needed it for! "
United States
Marisa P.
The price is HK$826
HK$1,100 total
includes taxes & fees
30 Nov - 1 Dec
All the comforts of home
Fridge, microwave, oven, stovetop
Berkshires Apartment at the Stephentown Hotel

Apartment in Stephentown

10.0 out of 10, Exceptional, (3)
"Dillon was very helpful and detailed in his communication and the apartment was as advertised. We loved the small deck to enjoy our morning coffee. The kitchen setup was helpful as well."
United States
Matt E.
The price is HK$891
HK$1,847 total
includes taxes & fees
7 Dec - 8 Dec
Berkshires Apartment at the Stephentown Hotel
Fridge, microwave, oven, stovetop
Home in Great Barrington

Holiday Home in Great Barrington

9.8 out of 10, Exceptional, (25)
"Enjoyed our stay!!!"
United States
Fred W.
The price is HK$1,268
HK$2,120 total
includes taxes & fees
1 Dec - 2 Dec
Home in Great Barrington
TV, offices
The Brooks Motel: Exceptional Suite

Apartment in Hillsdale

9.2 out of 10, Wonderful, (5)
"Clean, industrial, very comfy bed, easy to book and to check in and out. Would stay again."
United States
Deidre H.
The price is HK$996
HK$1,290 total
includes taxes & fees
29 Nov - 30 Nov
The Brooks Motel: Exceptional Suite
Exterior
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Cabin in Hinsdale

9.8 out of 10, Exceptional, (33)
"Great cottage - well appointed and very clean. No air conditioning so a bit warm when it’s hot out, but all in all a great stay"
United States
Lindsey E.
The price is HK$2,003
HK$4,046 total
includes taxes & fees
27 Nov - 28 Nov
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Interior
Charming 3-bedroom Cabin for nature lovers

Cabin in Stephentown

7.0 out of 10, Good, (2)
"It’s a duplex, half of an old farm house. The bedrooms are all up a steep staircase to the second floor. The only bathroom is on the main floor with the kitchen and LR. It was clean but had a mild old house smell. It’s out in the country with a great view from the enclosed porch and the open deck. The kitchen was well stocked with appliances and everything worked. It needs more seating and lights in the LR. "
United States
Bill B.
The price is HK$1,206
HK$2,496 total
includes taxes & fees
22 Dec - 23 Dec
Charming 3-bedroom Cabin for nature lovers
Terrace/patio
Historic Berkshires Home Near Tanglewood, Trails & Wineries

Holiday Home in Lebanon Springs

8.8 out of 10, Excellent, (20)
"It was great - just what we were looking for. "
United States
Kaye S.
The price is HK$1,065
HK$2,910 total
includes taxes & fees
30 Nov - 1 Dec
Historic Berkshires Home Near Tanglewood, Trails & Wineries
Terrace/patio
Pet-Friendly Hudson Escape w/ Hot Tub

Cottage in Stottville

2.0 star property
The price is HK$1,245
HK$2,576 total
includes taxes & fees
2 Dec - 3 Dec
Pet-Friendly Hudson Escape w/ Hot Tub
Outdoor dining
Sweet Cozy Victorian in Housatonic. Close to everything.

Holiday Home in Housatonic

10.0 out of 10, Exceptional, (3)
"Emma's property is adorable! Clean, well appointed with fresh flowers on the table to great us. Smooth and easy communication from start to finish. Really close to Tanglewood and all the activities Western Massachusetts has to offer."
United States
Cheryl F.
The price is HK$1,051
HK$1,887 total
includes taxes & fees
1 Dec - 2 Dec
Sweet Cozy Victorian in Housatonic. Close to everything.
Exterior
Huttopia Berkshires

Camping in Williamstown

1.0 star property
10.0 out of 10, Exceptional, (7)
"Perfect place for a relaxing getaway! We loved everything! "
United States
Cammie
The price is HK$1,218
HK$1,361 total
includes taxes & fees
14 Dec - 15 Dec
Huttopia Berkshires
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Richmond Hotel Reviews

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent
"The staff were awesome. Food was great. Room was clean."
Patricia 1-night trip
Posted 4 days ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Find out more about Richmond

Search for holiday rentals in Richmond on Expedia! You can easily find your home rentals, villas, holiday apartments in Richmond using one of the methods below:

  • View our selection of featured holiday rentals in Richmond
  • Use the map to find apartments and other holiday homes in the Richmond neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Richmond while they last

Look no further and take a look at our great range of rental properties in Richmond!

Frequently asked questions

Can I find holiday rentals in Richmond?

Yes, there are holiday rentals close to the most popular sights in Richmond, or you can select a more secluded option if you're looking for a relaxing stay. Richmond is known for its wineries and mountain views. Make sure you have time to check out the restaurants while you're in the area.

What are some of the best holiday rentals that Richmond has to offer?

Pet Friendly Riverfront Home in Great Barrington: This holiday home rental outside of Richmond is located on a river, and has a fireplace, a garden and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms, in addition to a kitchen with a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Richmond?

With 19 Expedia holiday rentals, you're guaranteed to find just the right place for your Richmond stay.

What can I see and do in Richmond?

Lenox Mountain Reserve and Lenox Mountain are a couple of lovely local spots to get outside and enjoy nature. Pleasant Valley Wilderness Sanctuary and Richmond Free Public Library are other places to visit while you're in town.

What are holiday rentals like in Richmond?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Richmond. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.