New Marlborough holiday rentals

We found 355 holiday rentals — enter your dates for availability
Discover a selection of 22 homes and other holiday rentals in New Marlborough that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the best amenities for spending time at your holiday home, which might include Wi-Fi and a pool. You'll be sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – New Marlborough

Showing deals for:25 Dec - 1 Jan

Dining
Terrace/patio
Interior
Exterior
Exceptional
(102 reviews)

Waterfront Cottage 10 Min From Great Barrington

New Marlborough

8% off
AU$3,453
for 7 nights, 1 cottage
AU$493 per night
includes taxes & fees
Waterfront Cottage 10 Min From Great Barrington
Terrace/patio
Private kitchen
Property grounds
Living area
Exceptional
(10 reviews)

Beautiful House in the Woods: Huge Yard, Hot Tub

Great Barrington

8% off
AU$12,071
for 7 nights, 1 home
AU$1,724 per night
includes taxes & fees
Beautiful House in the Woods: Huge Yard, Hot Tub
Cottage Entrance
Kitchen
2nd bedroom
Kitchen open to living room
Exceptional
(78 reviews)

Charming Cottage, New Marlborough Village Green in the Berkshires

New Marlborough

8% off
AU$2,550
for 7 nights, 1 cottage
AU$364 per night
includes taxes & fees
Charming Cottage, New Marlborough Village Green in the Berkshires
kitchen
Brand new hot tub with privacy gazebo. Imagine soaking in this lovely hot tub, where all cares can bubble away.
private entrance
Living area
Exceptional
(76 reviews)

A Romantic weekend getaway. Featuring a hot tub and fireplace.

Sandisfield

7% off
AU$2,528
for 7 nights, 1 room
AU$361 per night
includes taxes & fees
A Romantic weekend getaway. Featuring a hot tub and fireplace.
Living area
Private kitchen
Living area
Exterior
Exceptional
(9 reviews)

Luxurious Mountain Retreat - Private 40-Acre Family Haven

Sheffield

8% off
AU$9,165
for 7 nights, 1 home
AU$1,309 per night
includes taxes & fees
Luxurious Mountain Retreat - Private 40-Acre Family Haven
Seamless entertaining with the wide open concept, living room -kitchen- patio
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$8,081
for 7 nights, 1 home
AU$1,154 per night
includes taxes & fees
Adventure Ready Ranch Sleeps 10 & 0.7 mi to GB Main St. Wi-Fi + HOT TUB.
Dining room with butcher block table
Terrace/patio
Property grounds
Screened in porch
Exceptional
(103 reviews)

Vacation in a Berkshire Farmhouse

West Stockbridge

11% off
AU$4,237
for 7 nights, 1 home
AU$605 per night
includes taxes & fees
Vacation in a Berkshire Farmhouse
Terrace/patio
Exterior
Private kitchen
Room
Exceptional
(5 reviews)

Luxury on the River near Tanglewood w/220 EV Charge

Sandisfield

8% off
AU$2,912
for 7 nights, 1 home
AU$416 per night
includes taxes & fees
Luxury on the River near Tanglewood w/220 EV Charge
Great room river view
River view from window
dining area
Blue House side entry from driveway
Exceptional
(44 reviews)

Renovated Colonial on the River! Fantastic Views

Stockbridge

8% off
AU$4,101
for 7 nights, 1 home
AU$586 per night
includes taxes & fees
Renovated Colonial on the River! Fantastic Views
Entrance view.
Porch opens up from dining room. Ceiling fan and lights above.
View of the river.
Come and unwind.
Exceptional
(43 reviews)

Converted Berkshire schoolhouse on a quiet river

New Marlborough

8% off
AU$2,921
for 7 nights, 1 home
AU$417 per night
includes taxes & fees
Converted Berkshire schoolhouse on a quiet river
Private kitchen
Outdoor dining
Dining
Exterior detail
Exceptional
(11 reviews)

Berkshires Getaway Walk to Distillery - No Pet Fee!

Sheffield

8% off
AU$4,872
for 7 nights, 1 home
AU$696 per night
includes taxes & fees
Berkshires Getaway Walk to Distillery - No Pet Fee!
Interior
Interior
Kitchen
Property grounds
Excellent
(14 reviews)

Canary Lodge - Berkshires Mountain Retreat - 6 Guests

West Stockbridge

8% off
AU$5,446
for 7 nights, 1 home
AU$778 per night
includes taxes & fees
Canary Lodge - Berkshires Mountain Retreat - 6 Guests
We highly recommend the Sauna
Property grounds
Property grounds
After a day in the snow
Exceptional
(14 reviews)

Secluded Mountainside House with Outdoor Sauna, Surrounded by Trees.

Sheffield

12% off
AU$3,525
for 7 nights, 1 home
AU$504 per night
includes taxes & fees
Secluded Mountainside House with Outdoor Sauna, Surrounded by Trees.
Private kitchen
Outdoor dining
Living area
Exterior
Exceptional
(13 reviews)

Charming Berkshire Farmhouse: Your Cozy Retreat Awaits!

Monterey

8% off
AU$3,939
for 7 nights, 1 home
AU$563 per night
includes taxes & fees
Charming Berkshire Farmhouse: Your Cozy Retreat Awaits!
Dining Area, view into living room. Games, books, records all available for your enjoyment!
Ultimate Relaxation! The hot tub will be warm and waiting for your arrival
Open floor plan, natural light in a stylish space
Private kitchen
Exceptional
(9 reviews)

Best of the Berkshires + Hot Tub by Evergreen Home

Great Barrington

11% off
AU$4,725
for 7 nights, 1 home
AU$675 per night
includes taxes & fees
Best of the Berkshires + Hot Tub by Evergreen Home
Interior
Front Entrance
Interior
kitchen
Exceptional
(15 reviews)

Beautiful Berkshire Home - Enjoy summer, fall & winter attractions

Sheffield

8% off
AU$6,074
for 7 nights, 1 home
AU$868 per night
includes taxes & fees
Beautiful Berkshire Home - Enjoy summer, fall & winter attractions
Exterior
Property grounds
Interior
Room
Wonderful
(6 reviews)

The Serendipity Spot

Great Barrington

7% off
AU$1,994
for 7 nights, 1 apartment
AU$285 per night
includes taxes & fees
The Serendipity Spot
Exterior
Private entry is with the parking in the rear of the house.
Our hanging egg chair is the most popular seat in the house #Instagram yourself!
Room
Exceptional
(24 reviews)

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

Stockbridge

24% off
AU$2,659
for 7 nights, 1 apartment
AU$380 per night
includes taxes & fees
New Reno, New Everything! Crisp and Clean 2 Bedroom in Stockbridge Center.
Interior
Living area
Room
Private kitchen
Exceptional
(7 reviews)

Comfortable, renovated 2 bedroom apartment in historic grist mill.

SOUTH EGREMONT

16% off
AU$2,608
for 7 nights, 1 apartment
AU$373 per night
includes taxes & fees
Comfortable, renovated 2 bedroom apartment in historic grist mill.

  • 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

The natural setting of New Marlborough is ready to explore

Enjoy the wineries and other features of New Marlborough. This romantic city attracts visitors thanks to its restaurants and parks. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in New Marlborough

Are you searching for things to do while you're in the area? Venture out of your cosy holiday rental and experience everything that New Marlborough has to offer. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Ski Butternut (6 mi / 9.7 km)
  • Otis Ridge (9.7 mi / 15.6 km)
  • Catamount Ski Area (12.2 mi / 19.6 km)
  • Wyndhurst Golf & Club (16 mi / 25.8 km)
  • Mohawk Mountain Ski Area (19.3 mi / 31 km)
  • Umpachene Falls Park (1.5 mi / 2.5 km)

Exploring the natural landscape of New Marlborough

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, New Marlborough is a great place to spend some time outside. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Lake Buel (4.2 mi / 6.7 km)
  • Housatonic River (8.1 mi / 13.1 km)
  • Housatonic River Walk (8.1 mi / 13.1 km)
  • Lake Mansfield Park (8.7 mi / 14 km)
  • Otis Reservoir (11.2 mi / 18 km)
  • Great Falls (11.9 mi / 19.1 km)

Transport options to and around New Marlborough

Fly into Pittsfield, MA (PSF-Pittsfield Municipal), the closest airport, located 21.8 mi (35.1 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Hudson, NY (HCC-Columbia County), which is 26.7 mi (43 km) away.

Frequently asked questions

What is the best area to stay in New Marlborough when booking a holiday rental?
When considering a holiday rental in New Marlborough, Massachusetts, the charming village of New Marlborough itself offers a delightful option for visitors. This area is known for its picturesque landscapes and serene atmosphere, making it an ideal retreat for those looking to unwind. The village features a variety of holiday properties, ranging from quaint cottages to larger homes, suiting different preferences and group sizes.One of the top attractions in the vicinity is the scenic Berkshire Hills, which provide ample opportunities for outdoor activities such as hiking and nature walks. Additionally, the historic Norman Rockwell Museum is located nearby, showcasing the iconic artist's work and offering a glimpse into American culture. Staying in New Marlborough allows visitors to enjoy both the tranquillity of rural life and easy access to these cultural gems, making it a wonderful choice for a memorable holiday experience.
When is the best time to visit New Marlborough for a holiday rental?
The best time to visit New Marlborough for a holiday rental is during the peak season from June to August, with July being particularly popular among travellers. This vibrant period welcomes visitors eager to experience the region's natural beauty and outdoor activities, including hiking and exploring the scenic landscapes of the Berkshires.During these summer months, you can enjoy warm temperatures, typically ranging from the mid-teens to mid-twenties Celsius. This climate is superb for outdoor pursuits, allowing you to take advantage of the area's stunning hiking trails, lakes, and picturesque parks. The local community often holds various summer events and festivals, adding to the lively option.For those seeking a more budget-friendly option, November presents an excellent time to visit. This month offers a quieter experience, ideal for leisurely explorations of the area's charming shops and local eateries, all while enjoying the tranquil beauty of the fall season. The autumn foliage can be quite breathtaking, providing a wonderful backdrop for relaxation and reflection.Ultimately, your choice depends on whether you prefer the bustling energy of summer adventures or the peaceful charm of a quieter autumn getaway.
What are the top attractions in New Marlborough?
In New Marlborough, visitors can enjoy a serene and picturesque rural setting with a focus on natural beauty and outdoor activities. The town is known for its charming rural character and is surrounded by scenic landscapes, making it a great destination for those seeking peace and tranquility.One of the highlights is the nearby Yokun Ridge, which offers excellent hiking opportunities with trails that provide stunning views of the Berkshires. Additionally, the picturesque Lake Buel is a lovely spot for swimming, fishing, and kayaking, superb for those looking to enjoy water activities in a peaceful environment.For a taste of local culture, the town hosts various events and festivals throughout the year, celebrating its community spirit and heritage. Nearby, the charming village of Great Barrington, just a short drive away, features quaint shops, dining options, and cultural attractions such as the Mahaiwe Performing Arts Centre, which showcases live performances and events.
Are all fees included in the New Marlborough 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 New Marlborough holiday homes with parking?
Stayz offers a wide selection of holiday homes in New Marlborough 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 New Marlborough holiday homes?
You can find great discounts on holiday homes in New Marlborough 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 New Marlborough holiday home booking on Stayz?
To find New Marlborough 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 New Marlborough?
A long-stay holiday home in New Marlborough 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 New Marlborough holiday home?
Book your New Marlborough 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 New Marlborough?
Prices for holiday homes in New Marlborough 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 New Marlborough 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.

More holiday ideas