Holiday houses in New Marlborough

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Top-rated holiday rentals in New Marlborough

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Guest favourite

Chalet in Otis

4.94 out of 5 average rating, 347 reviews

Mid-Century Glass Octagon in the Berkshires

This architectural gem with wrap-around glass windows welcomes guests with its uniquely-designed, informal interior set on 7 private woodland acres. Cozy up around the wood-burning fireplace with floor to ceiling windows as a backdrop, or sit on the expansive deck around the firepit gazing at the stars. Use as a home base for the wonderful cultural and outdoor activities in the area, or enjoy nature in luxury without ever leaving home. *Book midweek for discounted rates IG@midcenturyoctagon

9–16 Dec

$704 NZD per night

Guest favourite

Apartment in Copake Falls

4.93 out of 5 average rating, 254 reviews

Modern Copake Falls Getaway - 8 Mins to Catamount

Hudson Valley/Berkshires vacation rental! Located on a 13 acre former horse farm, full size apt (private entrance) features all new everything and sits in the Taconic Mtns. Has a separate bedroom, new bathroom, kitchenette with Nespresso Coffee Maker, dining and living room with a fireplace and a private bathroom. Property has a pond, stream, 360 views. Relax on property or adventure out. 8 min from Catamount, 7 min from Bash Bish Falls, tons to do locally! 7 min walk to nearest hiking trail!

19–26 Oct

$207 NZD per night

Guest favourite

Apartment in Sheffield

5.0 out of 5 average rating, 319 reviews

Hideaway with Spectacular Berkshire Views

Located on the border of Massachusetts and Connecticut with spectacular views of the Berkshire Hills and fifteen minutes drive from Great Barrington, MA, this apartment is located on a secluded seven-acre property. Owners live on the property. Above an artist studio this renovated one bedroom apartment with private entrance, full kitchen, fast internet is stylish, light and airy with a contemporary and eclectic decor. Please note During winter all-wheel drive vehicle is strongly advised.

15–22 Nov

$330 NZD per night

Guest favourite

Apartment in Canaan

4.98 out of 5 average rating, 103 reviews

West Main

1890s home situated on the outskirts of town, entire second floor apartment. The apartment is bright and sunny and super comfortable with 2 bedrooms both with queen beds, 1 bathroom, eat in country kitchen fully equipped.There is a spacious living room with a smart Roku TV, (not cable ) WiFi and access to a private garden space, private entrance and off street parking. Walk to town brewery, pizza and more. Great place to relax after a day of exploring Litchfield county and the Berkshires.

7–14 Jul

$252 NZD per night

Guest favourite

Guest suite in Canaan

4.98 out of 5 average rating, 293 reviews

Walk to Brewery in Historic Railroad Depot

This light-filled space is in a separate wing of my house with its own private entrance. There is one bedroom with a king-sized bed, spacious living room with table for meals, a large TV, a refrigerator/freezer stocked with bottled water and 1/2&1/2 for coffee, microwave and coffee maker with coffee pods are provided. You will hear the train as it travels through town. There are several places to eat nearby. Be sure to check out GUIDEBOOK on my listing to see what our area offers!!!

19–26 Nov

$279 NZD per night

Guest favourite

Cottage in New Marlborough

4.96 out of 5 average rating, 104 reviews

Converted Berkshire schoolhouse on a quiet river

Renovated schoolhouse on a quiet river in the Berkshires. This is the perfect place to unwind. Great for families and friends to relax and reconnect. Take a walk to the waterfalls, play croquet on the lawn, gather dinner from our seasonal garden and enjoy 'smores around the fire pit. Very private and woodsy, but close to Butternut for skiing, Great Barrington for shopping and access to all the music and art the Berkshires has to offer. Home is stylish, comfortable and inviting.

7–14 Jan

$466 NZD per night

Guest favourite

Guesthouse in New Marlborough

4.91 out of 5 average rating, 179 reviews

COZY GUESTHOUSE MINUTES AWAY FROM HIKING!

Renovated 1880's one bedroom cozy guesthouse in beautiful Southfield, MA. Full kitchen stocked with all necessities. Comfortable & stylish with a luxury king size bed. Minutes away from Ski Butternut, Berkshire attractions & trails. Walking distance to breakfast and lunch at The Southfield Store or have dinner at nearby The Old Inn On The Green and Cantina 229. 10 minutes from Great Barrington. Enjoy leaf-peeping, hiking, waterfalls, apple picking, skiing, and much more!

22 Feb – 1 Mar

$326 NZD per night

Guest favourite

Apartment in Sandisfield

4.92 out of 5 average rating, 227 reviews

Sunny Berkshire Studio Apartment

Sunny many windowed studio apartment attached at west end of the main house. Self contained with kitchen and bathroom. Plus addition sleeping area (attached bedroom). Studio and bedroom have full size beds Studio also has narrow twin futon. 1 mile long gravel road for a "walk out the door and go" wake up morning hike. State forest is across from house, along Bosworth Road and along Rt 57. Long Term Guests welcome. $5/guest after 2. PET FEE: $25/stay

28 Jan – 4 Feb

$213 NZD per night

Guest favourite

Home in Great Barrington

4.96 out of 5 average rating, 212 reviews

Jaw dropping mountain & lake views

Curl up with a good book by the fire and gaze out at the dreamy picturesque mountain and lake views..... Or ski, swim, hike and enjoy so much more that the Berkshires has to offer in this centrally located Southern Berkshire county home. Private mountain top adventure awaits.. Centrally located in Southern Berkshire County: 10 minutes from Butternut ski, 20 minutes to Great Barrington, 25 minutes Stockbridge & Lenox and 2 ½ hours from NYC and Boston.

4–11 Feb

$1,454 NZD per night

Guest favourite

Home in New Marlborough

4.89 out of 5 average rating, 122 reviews

Lake House in the Berkshire (Access Dock & Canoe

Unwind and reset at a newly built house on Lake Buel. With access to a private community dock and provided canoe, you can take advantage of life on the water. Inside this newly built house, you will find brand new furnishings and newly updated features to make your stay comfortable. Just a quick five minute drive to Great Barrington, home to some of the best restaurants that the Berkshires have to offer.

20–27 May

$531 NZD per night

Guest favourite

Apartment in Sheffield

4.92 out of 5 average rating, 121 reviews

Private Berkshire Barn Apartment

A private entrance and apartment all to yourself. You are within a 2 minute drive of downtown Sheffield or a 10-15 minute walk. Also within a short drive of superb restaurants and local ski areas, Great Barrington, Tanglewood, Jacobs Pillow, The Rockwell Museum and numerous other Berkshire attractions. Also within a short drive of Berkshire, Salisbury, Hotchkiss and Simon's Rock schools.

1–8 Dec

$283 NZD per night

Guest favourite

Cottage in Great Barrington

4.98 out of 5 average rating, 125 reviews

Newly built cottage on working farm

This light-filled, spacious, newly built, one bedroom cottage sits atop a knoll with full view of a working vegetable farm. Located on a quiet road, you will enjoy a comfortable space adorned with modern features. We are 4 minutes to Catamount ski area, 10 minutes to Great Barrington, and near all the Berkshires has to offer.

3–10 Feb

$222 NZD per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for New Marlborough holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Stay near New Marlborough's top sights

Gedney Farm19 locals recommend

Umpachene Falls Park33 locals recommend

Cantina 22946 locals recommend

The Old Inn On The Green72 locals recommend

The Southfield Store44 locals recommend

Les Trois Emme Vineyard & Winery7 locals recommend

Other great holiday rentals in New Marlborough

Guest favourite

Home in Monterey

4.93 out of 5 average rating, 115 reviews

Perfect Berkshire getaway.Cozy cottage.Great wifi.

10–17 May

$291 NZD per night

Guest favourite

Holiday home in Great Barrington

4.94 out of 5 average rating, 134 reviews

Home in Great Barrington. Steps from downtown!

8–15 Nov

$428 NZD per night

Guest favourite

Cottage in Sheffield, The Berkshires

4.93 out of 5 average rating, 102 reviews

Cheerful 3-bedroom cottage with woodstove.

7–14 Feb

$462 NZD per night

Guest favourite

Home in Sheffield

4.9 out of 5 average rating, 107 reviews

Wow! Best BERKSHIRE SnowHome #1 Private SuperClean

7–14 Dec

$357 NZD per night

Superhost

Treehouse in New Marlborough

4.92 out of 5 average rating, 84 reviews

Double 3 Bedroom Tree House in the Berkshires

2–9 Jan

$447 NZD per night

Guest favourite

Home in New Marlborough

4.89 out of 5 average rating, 73 reviews

Peaceful, Post and Beam Loft, Sleeps 9

30 Apr – 7 May

$327 NZD per night

Guest favourite

Home in Otis

4.83 out of 5 average rating, 58 reviews

Springtime Oasis in the Berkshires!

25 Apr – 2 May

$198 NZD per night

Superhost

Home in New Marlborough

4.87 out of 5 average rating, 15 reviews

Spacious Berkshires retreat

30 May – 6 Jun

$357 NZD per night

Show all

Quick stats about holiday rentals in New Marlborough

Total rentals	70 properties
Rentals with dedicated workspaces	40 properties have a dedicated workspace
Pet-friendly rentals	30 properties allow pets
Family-friendly rentals	50 properties are a good fit for families
Total number of reviews	2.2K reviews
Nightly prices starting at	$136 NZD before taxes and fees

Holiday houses in New Marlborough

Top-rated holiday rentals in New Marlborough

Chalet in Otis

Apartment in Copake Falls

Apartment in Sheffield

Apartment in Canaan

Guest suite in Canaan

Cottage in New Marlborough

Guesthouse in New Marlborough

Apartment in Sandisfield

Home in Great Barrington

Home in New Marlborough

Apartment in Sheffield

Cottage in Great Barrington

Holiday rentals for every style

Houses

Hotels

Unique stays

Popular amenities for New Marlborough holiday rentals

Stay near New Marlborough's top sights

Other great holiday rentals in New Marlborough

Home in Monterey

Holiday home in Great Barrington

Cottage in Sheffield, The Berkshires

Home in Sheffield

Treehouse in New Marlborough

Home in New Marlborough

Home in Otis

Home in New Marlborough

Quick stats about holiday rentals in New Marlborough

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Destinations to explore