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Richmond Vacation Rentals

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Vacation Rentals in Richmond

Vacation Village in the Berkshires

3.0 star property
Williamstown
8.8 out of 10, Excellent, (2161)
"Great stay and beautiful scenery close to Jiminy’s Peak Ski slopes. They have a heated pool for winter weather and extra outdoor for the summer plus other family oriented amenities"
United States
Karla
The price is ¥12,700
¥15,895 total
includes taxes & fees
Dec 7 - Dec 8
Vacation Village in the Berkshires

The Ponds at Foxhollow

3.0 star property
Lenox
8.6 out of 10, Excellent, (135)
"A good place for vacation that you can enjoy and rest. Very nice and safe place."
United States
Cyril
The price is ¥19,152
¥21,393 total
includes taxes & fees
Dec 5 - Dec 6
The Ponds at Foxhollow

Jiminy Peak Mountain Resort

3.0 star property
Hancock
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 ¥28,432
¥31,759 total
includes taxes & fees
Dec 14 - Dec 15
Jiminy Peak Mountain Resort

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Hancock
10.0 out of 10, Exceptional, (5)
"We had a wonderful stay in our fun, pirate themed suite. Which is really what caught our attention in making our reservation. It was so thoughtfully decorated, and suited the theme, while still being a comfortable place to enjoy being in. Everything was in wonderful condition, and had all the amenities we needed. Our host, Howie, was incredibly attentive, personable, and made sure we were taken care of. I was very disorganized, and he went out of his way to get me all the information we needed...
United States
Karen
The price is ¥16,356
¥36,539 total
includes taxes & fees
Dec 9 - Dec 10
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Micosta Leisure Inn

3.0 star property
Hudson
9.2 out of 10, Wonderful, (131)
"Clean, pet friendly , just an overall super nice place to stay "
United States
Gail
The price is ¥20,241
¥22,671 total
includes taxes & fees
Dec 7 - Dec 8
Micosta Leisure Inn

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Hinsdale
9.8 out of 10, Exceptional, (34)
"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.
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Penthouse Apartment on Park Street

2.0 star property
Adams
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 ¥18,069
¥38,106 total
includes taxes & fees
Dec 5 - Dec 6
Penthouse Apartment on Park Street

Dog Friendly A-Frame in the Berkshires! Hike/Ski Appalachian Tr. Walk to lake!

Sherwood Forest
10.0 out of 10, Exceptional, (5)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
The price is ¥22,711
¥58,602 total
includes taxes & fees
Dec 8 - Dec 9
Dog Friendly A-Frame in the Berkshires! Hike/Ski Appalachian Tr. Walk to lake!

Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

Hancock
10.0 out of 10, Exceptional, (23)
"This property is spacious, clean and well- appointed. I would stay here again!"
United States
Amanda M.
The price is ¥16,356
¥36,539 total
includes taxes & fees
Dec 9 - Dec 10
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

Cozy Rustic Apt in 18th c Berkshire Farmhouse

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 ¥21,029
¥31,643 total
includes taxes & fees
Dec 8 - Dec 9
Cozy Rustic Apt in 18th c Berkshire Farmhouse

Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4

Hancock
10.0 out of 10, Exceptional, (3)
"Great room decorations, travel with two kids they have a great time playing video games"
United States
Andres
The price is ¥16,356
¥36,539 total
includes taxes & fees
Dec 9 - Dec 10
Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4

Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

Hancock
10.0 out of 10, Exceptional, (3)
"We had a great stay! The kids absolutely loved the room. Great location and lots to do. Thanks again!!"
United States
Jen B.
The price is ¥16,356
¥36,539 total
includes taxes & fees
Dec 9 - Dec 10
Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

The Brooks Motel: Exceptional Suite

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 ¥23,107
¥29,354 total
includes taxes & fees
Dec 18 - Dec 19
The Brooks Motel: Exceptional Suite

Sweet Cozy Victorian in Housatonic. Close to everything.

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 ¥21,029
¥37,757 total
includes taxes & fees
Dec 8 - Dec 9
Sweet Cozy Victorian in Housatonic. Close to everything.

Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat

Hancock
9.8 out of 10, Exceptional, (18)
"We enjoyed our stay in this adorable Disney Themed condo. The attention to detail in the theming was fantastic and the condo was perfect for our February Vacation ski trip."
United States
Allison V.
The price is ¥16,356
¥36,539 total
includes taxes & fees
Dec 9 - Dec 10
Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat

Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking

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 ¥24,954
¥61,107 total
includes taxes & fees
Dec 16 - Dec 17
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking

Berkshires Apartment at the Stephentown Hotel

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 ¥14,167
¥32,549 total
includes taxes & fees
Dec 7 - Dec 8
Berkshires Apartment at the Stephentown Hotel

All comforts of home

Hudson
9.8 out of 10, Exceptional, (51)
"Loved the place and would love to come back. "
United States
Georgine
The price is ¥15,281
¥20,602 total
includes taxes & fees
Dec 6 - Dec 7
All comforts of home

All the comforts of home

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 ¥16,469
¥21,920 total
includes taxes & fees
Dec 14 - Dec 15
All the comforts of home

Sugar Shack - 300 square feet of pure sweetness.

2.0 star property
Chatham
10.0 out of 10, Exceptional, (3)
"By far one of my favorite rentals. Everything was perfect and the details were amazing. Not only do I highly recommend, I amSURE I will be returning soon. "
United States
Sue G.
The price is ¥35,048
¥58,317 total
includes taxes & fees
Dec 10 - Dec 11
Sugar Shack - 300 square feet of pure sweetness.
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

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

Frequently asked questions

Can I find vacation rentals in Richmond?

Yes, you can find vacation rentals close to popular attractions in Richmond, or you can choose a more remote option if you want a relaxing place to 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's the top vacation rental that Richmond has to offer?

Pet Friendly Riverfront Home in Great Barrington: Visitors like this Richmond vacation home rental. It 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 vacation with amenities like a selection of games.

How many vacation rentals are there in Richmond?

With 19 Expedia vacation rentals, you're sure 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 vacation rentals like in Richmond?

Vacation rentals are private properties you can stay in for several days or more in Richmond. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for family trips.