Vacation rentals in New Marlborough

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Top-rated vacation rentals in New Marlborough

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Guest favorite

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

Jan 26 – Feb 2

G$78,375 GYD per night

Guest favorite

Apartment in Copake Falls

4.93 out of 5 average rating, 255 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!

Oct 17 – 24

G$20,644 GYD per night

Guest favorite

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.

Nov 18 – 25

G$34,580 GYD per night

Guest favorite

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.

Jun 18 – 25

G$27,414 GYD per night

Guest favorite

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!!!

Nov 22 – 29

G$33,744 GYD per night

Guest favorite

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.

Sep 4 – 11

G$49,030 GYD per night

Guest favorite

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!

Jul 10 – 17

G$33,735 GYD per night

Guest favorite

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

Jan 1 – 8

G$24,134 GYD per night

Guest favorite

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.

Feb 14 – 21

G$153,001 GYD per night

Guest favorite

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.

Sep 5 – 12

G$67,378 GYD per night

Guest favorite

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.

Oct 19 – 26

G$30,835 GYD per night

Guest favorite

Vacation home in Great Barrington

4.94 out of 5 average rating, 136 reviews

Home in Great Barrington. Steps from downtown!

Central and Private! Just steps away from historic downtown Great Barrington and East Mountain Hiking trails. Enjoy sunset views with friends and family, before you walk into town for a night out! 10 minutes (2 miles) to Butternut Ski Area This brand new home features all new appliances and furniture. Enjoy luxury, charm, and privacy while you rest easy at The Maple.

Nov 1 – 8

G$47,780 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for New Marlborough vacation rentals

Kitchen

Wifi

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 vacation rentals in New Marlborough

Guest favorite

Cottage in Great Barrington

4.98 out of 5 average rating, 126 reviews

Newly built cottage on working farm

Oct 24 – 31

G$24,091 GYD per night

Guest favorite

Loft in Great Barrington

4.99 out of 5 average rating, 296 reviews

The Old Red Barn

May 17 – 24

G$31,683 GYD per night

Guest favorite

Farm stay in Ancram

4.95 out of 5 average rating, 264 reviews

Relaxing secluded stay with loving social animals.

Sep 1 – 8

G$33,331 GYD per night

Guest favorite

Home in Sheffield

4.9 out of 5 average rating, 107 reviews

Wow! Best BERKSHIRE SnowHome #1 Private SuperClean

May 2 – 9

G$34,959 GYD per night

Superhost

Treehouse in New Marlborough

4.92 out of 5 average rating, 84 reviews

Double 3 Bedroom Tree House in the Berkshires

Jan 5 – 12

G$47,648 GYD per night

Superhost

Home in New Marlborough

4.89 out of 5 average rating, 85 reviews

Cozy home in the Berkshire woods

Aug 6 – 13

G$49,407 GYD per night

Guest favorite

Home in New Marlborough

5.0 out of 5 average rating, 18 reviews

Grand View

Mar 29 – Apr 5

G$87,380 GYD per night

Guest favorite

Home in New Marlborough

4.89 out of 5 average rating, 73 reviews

Peaceful, Post and Beam Loft, Sleeps 9

Apr 27 – May 4

G$34,505 GYD per night

Show all

Quick stats about vacation 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
G$16,711 GYD before taxes and fees

Frequently Asked Questions

Are there pet-friendly vacation rentals in New Marlborough?
Four-legged friends are welcome in New Marlborough. Choose from more than 30 vacation rentals for guests traveling with pets.
Do cottage rentals in New Marlborough have a kitchen?
Absolutely! We offer over 10 cottage rentals with a kitchen in New Marlborough. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in New Marlborough?
Yes! Work meets play with ease at over 40 vacation rentals in New Marlborough featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do cottage rentals in New Marlborough have free parking?
Absolutely! We offer over 10 cottage rentals with free parking in New Marlborough. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Cottage Rentals in New Marlborough?
Enhance your stay in our Cottage Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with a kitchen, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in New Marlborough have wifi?
Absolutely! We offer over 40 house rentals with wifi in New Marlborough. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in cottage rentals in New Marlborough?
Experience the best of New Marlborough with our cottage rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in New Marlborough have air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning in New Marlborough. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in New Marlborough

Top-rated vacation rentals in New Marlborough

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for New Marlborough vacation rentals

Stay near New Marlborough's top sights

Other great vacation rentals in New Marlborough

Cottage in Great Barrington

Loft in Great Barrington

Farm stay in Ancram

Home in Sheffield

Treehouse in New Marlborough

Home in New Marlborough

Home in New Marlborough

Home in New Marlborough

Quick stats about vacation rentals in New Marlborough

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there pet-friendly vacation rentals in New Marlborough?

Do cottage rentals in New Marlborough have a kitchen?

Are there vacation rentals with a dedicated workspace in New Marlborough?

Do cottage rentals in New Marlborough have free parking?

What are the most popular amenities for Cottage Rentals in New Marlborough?

Do house rentals in New Marlborough have wifi?

How much does it cost to stay in cottage rentals in New Marlborough?

Do house rentals in New Marlborough have air conditioning?

Destinations to explore