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Richmond Vacation Rentals

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Vacation Rentals in Richmond

Condo in Williamstown

3.0 star property
8.8 out of 10, Excellent, (2167)
"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
$111 nightly
The price is $124
Dec 8 - Dec 9
Total with taxes and fees
Vacation Village in the Berkshires

Condo resort in Lenox

3.0 star property
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 Ponds at Foxhollow

Condo resort in Hancock

3.0 star property
8.2 out of 10, Very Good, (987)
"nice and clean, good customer service, but the room is smell. "
United States
Huang
$189 nightly
The price is $211
Dec 8 - Dec 9
Total with taxes and fees
Jiminy Peak Mountain Resort

Apartment in 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
$211 nightly
The price is $236
Dec 8 - Dec 9
Total with taxes and fees
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

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
$133 nightly
The price is $150
Dec 19 - Dec 20
Total with taxes and fees
Micosta Leisure Inn

Cabin in 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.
$375 nightly
The price is $419
Dec 8 - Dec 9
Total with taxes and fees
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

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.
$219 nightly
The price is $245
Dec 8 - Dec 9
Total with taxes and fees
Penthouse Apartment on Park Street

Vacation Home in 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.
$337 nightly
The price is $376
Dec 8 - Dec 9
Total with taxes and fees
Dog Friendly A-Frame in the Berkshires! Hike/Ski Appalachian Tr. Walk to lake!

Apartment in 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.
$211 nightly
The price is $236
Dec 8 - Dec 9
Total with taxes and fees
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

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.
$185 nightly
The price is $203
Dec 8 - Dec 9
Total with taxes and fees
Cozy Rustic Apt in 18th c Berkshire Farmhouse

Apartment in 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
$211 nightly
The price is $236
Dec 8 - Dec 9
Total with taxes and fees
Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4

Apartment in 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.
$211 nightly
The price is $236
Dec 8 - Dec 9
Total with taxes and fees
Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

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.
$164 nightly
The price is $184
Dec 12 - Dec 13
Total with taxes and fees
The Brooks Motel: Exceptional Suite

Vacation 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.
$217 nightly
The price is $242
Dec 8 - Dec 9
Total with taxes and fees
Sweet Cozy Victorian in Housatonic. Close to everything.

Apartment in 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.
$211 nightly
The price is $236
Dec 8 - Dec 9
Total with taxes and fees
Disney Magic Suite at Jiminy - Ski On Off Sleeps 4- A Must See Mountain Retreat

Vacation 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.
$351 nightly
The price is $392
Dec 15 - Dec 16
Total with taxes and fees
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking

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.
$183 nightly
The price is $195
Dec 8 - Dec 9
Total with taxes and fees
Berkshires Apartment at the Stephentown Hotel

Apartment in Hudson

9.8 out of 10, Exceptional, (52)
"Loved the place and would love to come back. "
United States
Georgine
$118 nightly
The price is $132
Dec 8 - Dec 9
Total with taxes and fees
All comforts of home

Vacation 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.
$126 nightly
The price is $141
Dec 8 - Dec 9
Total with taxes and fees
All the comforts of home

Mobile Home in Chatham

2.0 star property
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.
$332 nightly
The price is $374
Dec 10 - Dec 11
Total with taxes and fees
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

Everything you need to know about Richmond vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Richmond vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Richmond vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Richmond vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Richmond. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Richmond in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $124 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Richmond rentals

At Expedia, we put the best Richmond vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Richmond rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Richmond vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Richmond. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.