Alford holiday rentals

We found 614 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:25 Dec - 1 Jan

Terrace/patio
Private kitchen
Exterior
Living area
Exceptional
(10 reviews)

Beautiful House in the Woods: Huge Yard, Hot Tub

Great Barrington

8% off
AU$11,888
for 7 nights, 1 home
AU$1,698 per night
includes taxes & fees
Beautiful House in the Woods: Huge Yard, Hot Tub
Exterior detail
Living area
Interior
Outdoor dining
Exceptional
(35 reviews)

Renovated Pittsfield Colonial by Evergreen Home

Pittsfield

11% off
AU$6,409
for 7 nights, 1 home
AU$916 per night
includes taxes & fees
Renovated Pittsfield Colonial by Evergreen Home
Dining
Interior
Exterior
Property grounds
Exceptional
(8 reviews)

Serene rustic cabin in the Berkshires!

West Stockbridge

8% off
AU$3,837
for 7 nights, 1 cabin
AU$548 per night
includes taxes & fees
Serene rustic cabin in the Berkshires!
Second story deck with lake views, dining table for 8, sitting area and grill
Open kitchen area with bar seating, great for socializing while you meal prep.
Open and bright main floor living space with stunning views of Laurel Lake.
Living room with fireplace and forest views
Exceptional
(31 reviews)

Lake View Berkshires Retreat - Private & Minutes to Lenox

Lee

15% off
AU$5,524
for 7 nights, 1 home
AU$789 per night
includes taxes & fees
Lake View Berkshires Retreat - Private & Minutes to Lenox
Never miss a thing with this expansive open concept kitchen and living room
After a hard day on the trails or a long day on the town, relax in this oasis
Enjoy a beautiful crisp night under the lights
Truly nestled on 5+ acres and LESS than 0.8miles to downtown Great Barrington
Exceptional
(29 reviews)

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

Great Barrington

6% off
AU$7,988
for 7 nights, 1 home
AU$1,141 per night
includes taxes & fees
Adventure Ready Ranch Sleeps 10 & 0.7 mi to GB Main St. Wi-Fi + HOT TUB.
Queen bedroom
Terrace/patio
Dining room with butcher block table
Property grounds
Exceptional
(103 reviews)

Vacation in a Berkshire Farmhouse

West Stockbridge

11% off
AU$4,188
for 7 nights, 1 home
AU$598 per night
includes taxes & fees
Vacation in a Berkshire Farmhouse
Alfresco dining
River view from window
dining area
Great room river view
Exceptional
(44 reviews)

Renovated Colonial on the River! Fantastic Views

Housatonic

8% off
AU$4,054
for 7 nights, 1 home
AU$579 per night
includes taxes & fees
Renovated Colonial on the River! Fantastic Views
Kitchen
Interior
Kitchen
Property grounds
Excellent
(14 reviews)

Canary Lodge - Berkshires Mountain Retreat - 6 Guests

West Stockbridge

8% off
AU$5,383
for 7 nights, 1 home
AU$769 per night
includes taxes & fees
Canary Lodge - Berkshires Mountain Retreat - 6 Guests
Room
Two Tier Decking with Grill on Lower Deck
Kitchen and Dining Room
Exterior
Exceptional
(14 reviews)

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

Hillsdale

8% off
AU$3,702
for 7 nights, 1 home
AU$529 per night
includes taxes & fees
Copake Lake Rustic All-Season 3 Bdrm, 2 Bath Home with Lake Rights
Open floor plan, natural light in a stylish space
Ultimate Relaxation! The hot tub will be warm and waiting for your arrival
Welcome Home!
Private kitchen
Exceptional
(9 reviews)

Best of the Berkshires + Hot Tub by Evergreen Home

Great Barrington

11% off
AU$4,670
for 7 nights, 1 home
AU$667 per night
includes taxes & fees
Best of the Berkshires + Hot Tub by Evergreen Home
Entry and living room
Dining
view into large bathroom
Living Room, wow!
Exceptional
(17 reviews)

New listing! Dublinshire Farm #3: Stunning grand apt in lovely country barn.

Richmond

17% off
AU$3,540
for 7 nights, 1 apartment
AU$506 per night
includes taxes & fees
New listing! Dublinshire Farm #3: Stunning grand apt in lovely country barn.
Interior
Property grounds
Interior
Room
Wonderful
(6 reviews)

The Serendipity Spot

Great Barrington

7% off
AU$1,971
for 7 nights, 1 apartment
AU$282 per night
includes taxes & fees
The Serendipity Spot
Our hanging egg chair is the most popular seat in the house #Instagram yourself!
Private entry is with the parking in the rear of the house.
Room
Our combination living/dining room is a great size for four people.
Exceptional
(24 reviews)

New Reno, New Everything! Crisp and Clean 2 Bedroom in Stockbridge Center.

Stockbridge

24% off
AU$2,629
for 7 nights, 1 apartment
AU$376 per night
includes taxes & fees
New Reno, New Everything! Crisp and Clean 2 Bedroom in Stockbridge Center.
Room
Living area
Private kitchen
Interior
Exceptional
(7 reviews)

Comfortable, renovated 2 bedroom apartment in historic grist mill.

South Egremont

16% off
AU$2,578
for 7 nights, 1 apartment
AU$368 per night
includes taxes & fees
Comfortable, renovated 2 bedroom apartment in historic grist mill.
Custom Chef's Kitchen with high end appliances from Bertazzoni and Fisher & Paykel
Private kitchen
Quarter & Rift sawn white oak floors
Gorgeous open concept living room
Exceptional
(11 reviews)

The Penthouse, Downtown Lenox by Evergreen Home

Lenox

11% off
AU$7,445
for 7 nights, 1 apartment
AU$1,064 per night
includes taxes & fees
The Penthouse, Downtown Lenox by Evergreen Home
Private kitchen
Living area
Living area
Dining
Very good
(5 reviews)

Charming 2-bedroom house in Copake with AC, WiFi. Enjoy your stay

Copake

15% off
AU$1,875
for 7 nights, 1 home
AU$268 per night
includes taxes & fees
Charming 2-bedroom house in Copake with AC, WiFi. Enjoy your stay

  • 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)
  • Bousquet Ski Area (14.2 mi / 22.8 km)
  • Otis Ridge (16.2 mi / 26.1 km)
  • Lake Taghkanic State Park (17.8 mi / 28.7 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:

  • Lake Mansfield Park (3.2 mi / 5.1 km)
  • 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)

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 best area to stay in Alford when booking a holiday rental?
When considering a holiday rental in Alford, Massachusetts, the surrounding area offers a few charming neighbourhoods that are worth exploring. One particularly appealing option is the nearby town of Great Barrington, renowned for its vibrant arts scene and lovely downtown area filled with boutique shops and eateries. Here, you can enjoy attractions such as the picturesque Berkshire Botanical Garden, which showcases stunning floral displays and serene walking paths, as well as the Mahaiwe Performing Arts Centre, where you can catch various live performances throughout the year.Another attractive area is Stockbridge, which is steeped in history and boasts beautiful landscapes. Visitors can explore the Norman Rockwell Museum, dedicated to the famed American illustrator, and take a leisurely stroll through the quaint streets that inspired many of his works.In terms of holiday rentals, both Great Barrington and Stockbridge provide a range of options, from cosy cottages to more spacious homes, ensuring that you can find a property that suits your needs.
What are the top attractions in Alford?
In Alford, Massachusetts, visitors can enjoy the serene beauty of the Berkshires, which is ideal for outdoor enthusiasts. The nearby Beartown State Forest offers miles of hiking trails and opportunities for wildlife viewing, making it a popular spot for nature lovers. The charming town centre features quaint local shops and eateries, providing a taste of the area's rustic charm.Additionally, the picturesque Alford Springs, a natural area with scenic views and walking paths, is great for leisurely strolls. Just a short drive away, the vibrant cultural scene of Great Barrington offers galleries, theatres, and dining options, enriching the experience for those staying in Alford.
Are all fees included in the Alford holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Alford holiday homes with parking?
Stayz offers a wide selection of holiday homes in Alford with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Alford holiday homes?
You can find great discounts on holiday homes in Alford on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Alford holiday home booking on Stayz?
To find Alford holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Alford?
A long-stay holiday home in Alford is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Alford holiday home?
Book your Alford holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Alford?
Prices for holiday homes in Alford vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Alford to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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