Alford Vacation Rentals

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Check prices for these dates

In two weeks
Jan 16 - Jan 18
In two months
Feb 27 - Mar 1
In three months
Mar 27 - Mar 29
In four months
Apr 24 - Apr 26

Our top choices for Alford vacation rentals

Property grounds
All comforts of home

All comforts of home

All comforts of home
Hudson
9.8 out of 10, Exceptional, (52)
"Loved the place and would love to come back. "
United States
Georgine
The price is ￥15,360
￥20,708 total
includes taxes & fees
Jan 3 - Jan 4, 2026
All comforts of home
Balcony
Micosta Leisure Inn

Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.4 out of 10, Exceptional, (134)
"Very pleasent stay , and kind helpful staff ."
United States
Kevin
The price is ￥20,345
￥22,787 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Micosta Leisure Inn
Fridge, microwave, oven, stovetop
Berkshires Apartment at the Stephentown Hotel

Berkshires Apartment at the Stephentown Hotel

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 ￥19,266
￥38,217 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Berkshires Apartment at the Stephentown Hotel
Fridge, microwave, oven, stovetop
Home in Great Barrington

Home in Great Barrington

Home in Great Barrington
Great Barrington
9.8 out of 10, Exceptional, (26)
"Great stay in a cool, new space, totally walkable to Railroad St. I would definitely go back to GB and would try to stay here again. "
United States
Cameron M.
The price is ￥23,673
￥40,258 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Home in Great Barrington
Property grounds
All the comforts of home

All the comforts of home

All the comforts of home
Hudson
9.2 out of 10, Wonderful, (29)
"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 ￥16,628
￥22,131 total
includes taxes & fees
Dec 31 - Jan 1, 2026
All the comforts of home
Outdoor dining
Wintery Cabin-Berkshires! Dog-friendly. Hike/Ski Appalachian Tr. Walk to lake!

Wintery Cabin-Berkshires! Dog-friendly. Hike/Ski Appalachian Tr. Walk to lake!

Wintery Cabin-Berkshires! Dog-friendly. 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 ￥22,828
￥58,553 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Wintery Cabin-Berkshires! Dog-friendly. Hike/Ski Appalachian Tr. Walk to lake!
Terrace/patio
Historic Berkshires Home Near Tanglewood, Trails & Wineries

Historic Berkshires Home Near Tanglewood, Trails & Wineries

Historic Berkshires Home Near Tanglewood, Trails & Wineries
Lebanon Springs
8.8 out of 10, Excellent, (20)
"Great stay in the Berkshires for a wedding. Amanda was very accommodating and communicative. "
United States
Wendy D.
The price is ￥21,137
￥57,868 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Historic Berkshires Home Near Tanglewood, Trails & Wineries
Interior
Charming 3-bedroom Cabin for nature lovers

Charming 3-bedroom Cabin for nature lovers

Charming 3-bedroom Cabin for nature lovers
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 ￥24,268
￥50,052 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Charming 3-bedroom Cabin for nature lovers
Exterior
Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine

Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine

Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine
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 ￥25,083
￥61,421 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine
Terrace/patio
Pet-Friendly Hudson Escape w/ Hot Tub

Pet-Friendly Hudson Escape w/ Hot Tub

Pet-Friendly Hudson Escape w/ Hot Tub
2.0 star property
Stottville
The price is ￥28,183
￥55,295 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Pet-Friendly Hudson Escape w/ Hot Tub
Dining
Guesthouse Cabin vacation rentals in Berkshire County

Guesthouse Cabin vacation rentals in Berkshire County

Guesthouse Cabin vacation rentals in Berkshire County
Sheffield
10.0 out of 10, Exceptional, (9)
"Great place. I highly recommend for a group or family. Amazing views! Beautiful property very private and quiet. Cabin was also very well stocked and had great outdoor space. "
United States
deborah d.
The price is ￥61,532
￥108,606 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Guesthouse Cabin vacation rentals in Berkshire County
Fridge, microwave, oven, stovetop
Sun Filled Lenox Retreat - Minutes to Tanglewood!

Sun Filled Lenox Retreat - Minutes to Tanglewood!

Sun Filled Lenox Retreat - Minutes to Tanglewood!
Lee
9.4 out of 10, Exceptional, (3)
"The house is in a great location and is very user friendly and well equipped. The only suggestion I would make is to put an air conditioner in the third bedroom. Overall, a lovely stay."
United States
Sarah D.
The price is ￥28,183
￥71,880 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Sun Filled Lenox Retreat - Minutes to Tanglewood!
Terrace/patio
BLUSH: Boutique TINY home*private spa*walk to town

BLUSH: Boutique TINY home*private spa*walk to town

BLUSH: Boutique TINY home*private spa*walk to town
Chatham
10.0 out of 10, Exceptional, (6)
"We loved this property. All the bells and whistles as far as amenities go for a Vrbo! Great location and place to unwind, unplug ,and reconnect!"
United States
scott B.
The price is ￥31,314
￥53,497 total
includes taxes & fees
Jan 6 - Jan 7, 2026
BLUSH: Boutique TINY home*private spa*walk to town
TV, offices
The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite

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 ￥24,895
￥31,390 total
includes taxes & fees
Dec 31 - Jan 1, 2026
The Brooks Motel: Exceptional Suite
Exterior
Hancock Village Inn Near Jiminy Peak

Hancock Village Inn Near Jiminy Peak

Hancock Village Inn Near Jiminy Peak
Hancock
10.0 out of 10, Exceptional, (16)
"Amazing Inn. Cozy and everything we needed. "
United States
Price F.
The price is ￥93,785
￥164,163 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Hancock Village Inn Near Jiminy Peak
Terrace/patio
Sugar Shack - 300 square feet of pure sweetness.

Sugar Shack - 300 square feet of pure sweetness.

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 ￥33,663
￥56,499 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Sugar Shack - 300 square feet of pure sweetness.
Interior
Tranquil Victorian on Charming Street

Tranquil Victorian on Charming Street

Tranquil Victorian on Charming Street
Hudson
8.0 out of 10, Very Good, (2)
"What a darling house! We stayed with my mother and my adult kids for Thanksgiving and it was the perfect spot! The host was most attentive to all of our questions and request ex! It’s the perfect location for visiting the Hudson Valley and the house was so comfortable and accommodating for all of us! We loved everything about it!"
United States
Mary R.
The price is ￥38,986
￥89,959 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Tranquil Victorian on Charming Street
Outdoor spa tub
HunnyHAUS: Deluxe TINY*private spa*walk to town

HunnyHAUS: Deluxe TINY*private spa*walk to town

HunnyHAUS: Deluxe TINY*private spa*walk to town
Chatham
10.0 out of 10, Exceptional, (9)
"Huny House was the most artistically created space we stayed in on our entire trip! We were sooo impressed and appreciated the attention to detail!"
Canada
Patti S.
HunnyHAUS: Deluxe TINY*private spa*walk to town
Fridge, microwave, oven, stovetop
Hudson Hot Tub & Pet Escape

Hudson Hot Tub & Pet Escape

Hudson Hot Tub & Pet Escape
2.0 star property
Stottville
The price is ￥25,951
￥52,887 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Hudson Hot Tub & Pet Escape
Property grounds
3-bedroom house in beautiful Berkshires, close to amenities!

3-bedroom house in beautiful Berkshires, close to amenities!

3-bedroom house in beautiful Berkshires, close to amenities!
Pittsfield
The price is ￥29,592
￥49,843 total
includes taxes & fees
Jan 12 - Jan 13, 2026
3-bedroom house in beautiful Berkshires, close to amenities!
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 Alford Hotel Reviews

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

10/10 Excellent
"Very clean and friendly staff that go above and beyond for their guests even in a snow storm! "
Kira 2-night trip
Posted 1 day ago
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Find out more about Alford

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

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

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

Frequently asked questions

Can I find vacation rentals in Alford?

Yes, we offer vacation rentals close to well known points of interest in Alford, or you can choose a secluded option if you're looking for a relaxing stay.

What are some of the best vacation rentals that Alford has to offer?

Peace and quiet on the lake: This vacation home rental near Alford is located on a lake and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals will I find in Alford?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Alford stay.

What can I see and do in Alford?

While exploring the area, visit family-friendly sights like Bousquet Ski Area, or get outside and enjoy nature at Lake Mansfield Park. Housatonic River Walk and Housatonic River are a couple of places you'll find in the larger area.

What are vacation rentals like in Alford?

Vacation rentals are privately owned accommodations you can reserve for several days or more in Alford. Vacation rentals offer extras such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.