Alford holiday homes

We found 612 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Alford to find one that's perfect for your trip. Whether you're staying in a holiday rental with your children and pets or just with friends, you'll find the amenities that you need and want, which might include parking and a hot tub. You're sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Alford

Showing deals for:13 Nov - 20 Nov

Dining room with butcher block table
Terrace/patio
Screened in porch
Queen bedroom
Exceptional
(102 reviews)

Vacation in a Berkshire Farmhouse

West Stockbridge

8% off
NZ$4,657
for 7 nights, 1 home
NZ$665 per night
includes taxes & fees
Vacation in a Berkshire Farmhouse
Private kitchen
Interior
Living area
Interior
Exceptional
(40 reviews)

A Fun Farmhouse Near Ski Butternut

Great Barrington

7% off
NZ$5,461
for 7 nights, 1 home
NZ$780 per night
includes taxes & fees
A Fun Farmhouse Near Ski Butternut
Sunroom has Queen pull out sofa bed
The great room with wonderful water views and working fireplace
Open kitchen to great room, wonderful for cooking and entertaining
Hot tub overlooking the lake
Exceptional
(86 reviews)

Spectacular setting on your own private lake close to it all!

Lee

8% off
NZ$8,007
for 7 nights, 1 home
NZ$1,144 per night
includes taxes & fees
Spectacular setting on your own private lake close to it all!
Interior
Exterior
Living area
Room
Exceptional
(21 reviews)

Beautiful Home in AMAZING Berkshire Location

Lee

8% off
NZ$7,671
for 7 nights, 1 home
NZ$1,096 per night
includes taxes & fees
Beautiful Home in AMAZING Berkshire Location
Enclosed porch- view into back yard- dining/game table
Kitchen with counter seating for 4- door on the right to garage
Outdoor dining
View from entry into living room- perfect spot for relaxing!
Exceptional
(9 reviews)

Sophisticated Lenox Retreat by Evergreen Home

Lenox

11% off
NZ$6,580
for 7 nights, 1 home
NZ$940 per night
includes taxes & fees
Sophisticated Lenox Retreat by Evergreen Home
Reading nook with natural lighting
Fully screened porch!
Dining Room w/ Doors to Screened Porch Dining Area
Kitchen with stainless steel appliances
Exceptional
(7 reviews)

Berkshires Colonial on 2 Acres by Evergreen Home

Pittsfield

12% off
NZ$6,576
for 7 nights, 1 home
NZ$939 per night
includes taxes & fees
Berkshires Colonial on 2 Acres by Evergreen Home
Private kitchen
Property grounds
Interior
Exterior
Exceptional
(80 reviews)

Large Barn styled vacation home that fits groups with space to spare.

Craryville

7% off
NZ$4,914
for 7 nights, 1 home
NZ$702 per night
includes taxes & fees
Large Barn styled vacation home that fits groups with space to spare.
Interior
Living area
Outdoor dining
Interior
Exceptional
(35 reviews)

Renovated Pittsfield Colonial by Evergreen Home

Pittsfield

11% off
NZ$7,310
for 7 nights, 1 home
NZ$1,044 per night
includes taxes & fees
Renovated Pittsfield Colonial by Evergreen Home
Unwind and cherish moments together in the inviting warmth of the cozy living room.
The open-concept living space seamlessly blends the comfort of the living room with the functionality of the kitchen, all adorned by a double sided
Back patio with Hot Tub
Welcome Home!
Exceptional
(6 reviews)

Idyllic Retreat; Hot Tub/Sauna by Evergreen Home

Great Barrington

11% off
NZ$9,398
for 7 nights, 1 home
NZ$1,343 per night
includes taxes & fees
Idyllic Retreat; Hot Tub/Sauna by Evergreen Home
Dining
Interior
Exterior
Living area
Exceptional
(7 reviews)

Serene rustic cabin in the Berkshires!

West Stockbridge

8% off
NZ$4,686
for 7 nights, 1 cabin
NZ$669 per night
includes taxes & fees
Serene rustic cabin in the Berkshires!
A mudroom off the back leads to the large wooden deck
You will love dining and working in this rich and colorful room
Staircase
The living room flows into the dining room.
Exceptional
(41 reviews)

An In-Town Beauty with Late Checkout

Great Barrington

8% off
NZ$5,803
for 7 nights, 1 home
NZ$829 per night
includes taxes & fees
An In-Town Beauty with Late Checkout
Approaching the home
View from the Top Deck
Living area
View from the water
Exceptional
(10 reviews)

Lakefront +pets +skiing +bbq +firepit +games

Copake

8% off
NZ$4,597
for 7 nights, 1 home
NZ$657 per night
includes taxes & fees
Lakefront +pets +skiing +bbq +firepit +games
East end
Kitchen
Dining room
Backyard looking east
Exceptional
(51 reviews)

NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE

Great Barrington

8% off
NZ$6,088
for 7 nights, 1 home
NZ$870 per night
includes taxes & fees
NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE
Kitchen
Living Room
Back Porch
Front Gardens
Exceptional
(27 reviews)

Secluded Family Home in Serene Stockbridge Woods

Stockbridge

8% off
NZ$5,414
for 7 nights, 1 home
NZ$773 per night
includes taxes & fees
Secluded Family Home in Serene Stockbridge Woods
Living area
Living area
Terrace/patio
Private kitchen
Exceptional
(8 reviews)

Modern Log Chalet - 10 acres, views, and a pond!

Chatham

7% off
NZ$5,091
for 7 nights, 1 home
NZ$727 per night
includes taxes & fees
Modern Log Chalet - 10 acres, views, and a pond!
dining area
River view from window
Great room river view
Blue House side entry from driveway
Exceptional
(44 reviews)

Renovated Colonial on the River! Fantastic Views

Stockbridge

8% off
NZ$4,295
for 7 nights, 1 home
NZ$614 per night
includes taxes & fees
Renovated Colonial on the River! Fantastic Views
Kitchen with Dining Area - well-equipped and great layout
Living Room - Queen Sleep Sofa (First Floor)
Dining Room - table expands to seat 10
Front Porch
Exceptional
(10 reviews)

Sun Filled Lenox Retreat - Minutes to Tanglewood!

Lee

9% off
NZ$4,997
for 7 nights, 1 home
NZ$714 per night
includes taxes & fees
Sun Filled Lenox Retreat - Minutes to Tanglewood!
Outdoor dining
Room
Private kitchen
Private kitchen
Exceptional
(32 reviews)

The Hideaway: Berkshire Home - Village of Egremont

egremont

16% off
NZ$4,046
for 7 nights, 1 home
NZ$578 per night
includes taxes & fees
The Hideaway: Berkshire Home - Village of Egremont
Enjoy a beautiful crisp night under the lights
After a hard day on the trails or a long day on the town, relax in this oasis
Seamless entertaining with the wide open concept, living room -kitchen- patio
Never miss a thing with this expansive open concept kitchen and living room
Exceptional
(28 reviews)

Adventure Ready Ranch Sleeps 10 & 0.7 mi to GB Main St. Wi-Fi + HOT TUB.

Great Barrington

6% off
NZ$6,957
for 7 nights, 1 home
NZ$994 per night
includes taxes & fees
Adventure Ready Ranch Sleeps 10 & 0.7 mi to GB Main St. Wi-Fi + HOT TUB.
Open and bright main floor living space with stunning views of Laurel Lake.
Open kitchen area with bar seating, great for socializing while you meal prep.
Open kitchen w/ bar & high top seating- sliding door access to second story deck
Living room with fireplace and forest views
Exceptional
(30 reviews)

Lake View Berkshires Retreat - Private & Minutes to Lenox

Lee

15% off
NZ$6,750
for 7 nights, 1 home
NZ$964 per night
includes taxes & fees
Lake View Berkshires Retreat - Private & Minutes to Lenox
Kitchen and Dining Room
Two Tier Decking with Grill on Lower Deck
Open Living Area
Exterior
Exceptional
(14 reviews)

Copake Lake Rustic All-Season 3 Bdrm, 2 Bath Home with Lake Rights

Hillsdale

8% off
NZ$4,125
for 7 nights, 1 home
NZ$589 per night
includes taxes & fees
Copake Lake Rustic All-Season 3 Bdrm, 2 Bath Home with Lake Rights
Interior
Interior
Kitchen
Property grounds
Excellent
(14 reviews)

Canary Lodge - Berkshires Mountain Retreat - 6 Guests

West Stockbridge

8% off
NZ$6,650
for 7 nights, 1 home
NZ$950 per night
includes taxes & fees
Canary Lodge - Berkshires Mountain Retreat - 6 Guests
Room
Interior
Living area
Exterior
Exceptional
(56 reviews)

Amazing 2-bedroom apartment sunny and quiet in Great Barrington

Great Barrington

12% off
NZ$2,016
for 7 nights, 1 apartment
NZ$288 per night
includes taxes & fees
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Interior
BBQ dinner not included :)
50 inch TV for family movie night!
Exterior
Exceptional
(10 reviews)

Family Fun in The Berkshires at Beautiful Hygge House

Pittsfield

8% off
NZ$6,287
for 7 nights, 1 home
NZ$898 per night
includes taxes & fees
Family Fun in The Berkshires at Beautiful Hygge House
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Alford getaway

Learn about the unique charm of Alford with a stay in a holiday home rental. This city has something for everyone. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Alford

Are you hoping to find top things to see and do during your stay? Venture out of your holiday home and check out everything that makes Alford a fun place to get away to. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Catamount Ski Area (5.8 mi / 9.4 km)
  • Ski Butternut (6 mi / 9.7 km)
  • Wyndhurst Golf & Club (10.5 mi / 17 km)
  • Furnace Brook Winery at Hilltop Orchards (11.1 mi / 17.8 km)
  • Kennedy Park (12.2 mi / 19.6 km)
  • Umpachene Falls Park (12.2 mi / 19.6 km)

Exploring the natural landscape of Alford

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Alford is a great place to spend some time outside. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Housatonic River Walk (3.8 mi / 6.1 km)
  • Housatonic River (3.8 mi / 6.1 km)
  • Berkshire Botanical Garden (6 mi / 9.6 km)
  • Naumkeag Museum (6.2 mi / 10 km)
  • Lake Buel (8.4 mi / 13.5 km)
  • Stockbridge Bowl (8.4 mi / 13.5 km)

Transport to and around Alford

Fly into Pittsfield, MA (PSF-Pittsfield Municipal), the closest airport, located 14.5 mi (23.3 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Hudson, NY (HCC-Columbia County), which is 15.8 mi (25.5 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Alford?
Houses are the most popular style of holiday home in Alford, according to our data. Even if you have a different idea in mind, Bookabach has holiday homes in loads of sizes and shapes. Filter our options to find your ideal match.
How much does it cost to rent a holiday home in Alford?
Several things can influence what you'll pay for a holiday home in Alford, like the time of year, length of stay and property type. But, all our holiday homes have something in common — incredible value. Just enter your travel dates to find your ideal fit.
How much does it cost to rent a beach house in Alford?
When you travel and the style and size of the property will influence the cost of your beachside escape. Type in your Alford travel dates to view your available options on Bookabach. Can't live without a private pool? Use the filters to pick the amenities and features you want in your home.
Are there pet-friendly holiday homes in Alford?
There certainly are. You can pick from seven stays that allow pets in Alford on Bookabach. Our furry kids also deserve a getaway, so simply use our search function for pet-friendly holiday homes to book a perfect pad where Rover can lap up the fun.
What are popular home amenities in Alford?
A barbecue grill, mountain views and a water view rank as the most popular home amenities in Alford. Whether you're taking a trip alone, with your other half or as a family, Bookabach can help you find a holiday home that suits your style with all the extras you're looking for.
Are there large group holiday homes in Alford?
Take your pick of four Bookabach holiday homes in Alford that can accommodate a group of five or more people. You'll enjoy all the space and privacy you need to have fun with your loved ones — and no one else.
Are there holiday homes in Alford that welcome kids?
Alford has seven family-friendly holiday homes to pick from. And booking a stay that welcomes kiddos is a cinch with Bookabach's "Properties good for families" filter. In addition to having the entire place to yourselves, you'll get amenities and perks like multiple bedrooms, full kitchens and yards.
What are the top attractions for families in Alford?
If you've got the kids in tow, make sure you put these family-friendly attractions in Alford on your list of things to experience:
  • Berkshire Botanical Garden
  • Hotchkiss Mobile Studio
Are there holiday homes with WiFi in Alford?
You'll find three holiday homes with WiFi in Alford. If you'd like to disconnect from the world on your holiday, but still need to be connected to the internet, these getaways have what you need. Narrow your search by applying the WiFi filter on Bookabach.
How can I find holiday homes with air conditioning in Alford?
Alford has six holiday homes where you'll be able to relax and recharge in air-conditioned comfort. To find a stay on Bookabach that comes with this perk, enter your travel dates and use the handy filters to select the "air conditioning" box.
How old do you have to be to rent a holiday home in Alford?
The minimum age permitted can differ across properties on Bookabach, so check the rules of the holiday home in Alford you want. But in general, it's 16, 18 or 21.
How long can I rent a holiday home in Alford for?
The amount of time you can rent an Alford holiday home for depends on the property. Simply tap in your preferred travel dates to see available options offering longer term stays. They come with the things you need to make your extended trip more convenient and enjoyable, like kitchens and air conditioning. Some Bookabach holiday homes may also offer weekly or monthly discounted prices, so you can have a longer stay for less.

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