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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Featured Cabin Rentals in Pittsfield and around

Cozy Loft for two with Hot Tub
Exterior

Cozy Loft for two with Hot Tub

10.0 out of 10, Exceptional, (230)
"Would definetly go back. Enjoyable, quiet, just an enjoyable stay!"
Cozy Loft for two with Hot Tub
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Fridge, microwave, oven, stovetop

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (41)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Stetson Hollow Cabin by Stetson Brook
Fireplace, books

Stetson Hollow Cabin by Stetson Brook

9.8 out of 10, Exceptional, (140)
"Loved everything about this cabin between the stars at night to the wood burning fireplace it was perfect for us. And the hosts Jill and John were beyond accommodating and really easy on point with anything I might have needed. Proximity to Sugarbush and Mad river Glen rounded it all out to be Perfect."
The price is €461
includes taxes & fees
2 Mar - 3 Mar
Stetson Hollow Cabin by Stetson Brook
Classic Vermont Cabin on 2.5 acres Lake Frontage
Property grounds

Classic Vermont Cabin on 2.5 acres Lake Frontage

9.8 out of 10, Exceptional, (106)
"Beautiful area for short 4 day stay . Cabin was clean and cozy. Well stocked for pretty much anything . Only dislike was the bedroom was in a loft area with narrow steps , and a bit tough to navigate in the middle of the night when the restroom was needed . Loved the quaintness otherwise . "
Classic Vermont Cabin on 2.5 acres Lake Frontage
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
TV, fireplace, DVD player, books

Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

10.0 out of 10, Exceptional, (483)
"We had a great time at the cabin, our second year!! We plan to be back for a third season!!Everything was perfect, the coziness of the cabin was amazing. We were able to watch the Super Bowl again on the huge projection screen!! Hot tub was great after several long days of skiing and snowshoeing!!"
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Outdoor dining

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

9.8 out of 10, Exceptional, (199)
"We had a great stay. Cabin was cozy and warm while it was cold and blustery outside. Hot tub was a welcome perk. Bed was comfy. Regulating the heat upstairs took a littlelittleexperimentation.but we gor it. Stairs are steep! "
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Killington / Mendon CLEAN, 2 bedroom cabin
Smart TV, fireplace

Killington / Mendon CLEAN, 2 bedroom cabin

10.0 out of 10, Exceptional, (7)
"This was our first ski trip, and one of our most memorable holiday vacations ever. We were seeking a true mountain cabin experience, and we definitely made the right choice. Prime ski slopes were just minutes away with spectacular views all around the area. Robert was an excellent host and made us feel welcome from check in to check out. He was very attentive to our needs and the cabin was well equipped with everything required to make our trip as comfortable as possible for a family of five. "
Killington / Mendon CLEAN, 2 bedroom cabin
Robert Frost Mountain Cabins
Cabin 1 (Pet Free) - Peak Perspective

Robert Frost Mountain Cabins

3.5 star property
10.0 out of 10, Exceptional, (40)
"We loved how cozy and warm the cabin was, how easy the fireplace was to operate, and how much room we had. The view of sunrise from the back window and our ability to walk out there to enjoy it was a pleasant surprise. We'd love to come back."
The price is €246
includes taxes & fees
23 Feb - 24 Feb
Robert Frost Mountain Cabins
Killington Cabin: Right Unit - Sleeps 10 in 4 BR, 2 BA Cozy Escape
Miscellaneous

Killington Cabin: Right Unit - Sleeps 10 in 4 BR, 2 BA Cozy Escape

10.0 out of 10, Exceptional, (62)
"The cabin was lovely and we really enjoyed staying there. Proximity to the mountain and everything in town was great. "
Killington Cabin: Right Unit - Sleeps 10 in 4 BR, 2 BA Cozy Escape
Killington Area Escape w/ Deck, Views & Hot Tub!
Exterior

Killington Area Escape w/ Deck, Views & Hot Tub!

9.6 out of 10, Exceptional, (18)
"Was perfect. Property owner very prompt on responses. Definitely reccomend !"
Killington Area Escape w/ Deck, Views & Hot Tub!
Log Cabin Killington Basin-2 min to Mountain Ski Lifts_Yr Round Activities
Property grounds

Log Cabin Killington Basin-2 min to Mountain Ski Lifts_Yr Round Activities

Log Cabin Killington Basin-2 min to Mountain Ski Lifts_Yr Round Activities
Cabin at Killington: Large Home w/ amenities, views and location close to ski resort. Hot Tub.
Interior

Cabin at Killington: Large Home w/ amenities, views and location close to ski resort. Hot Tub.

10.0 out of 10, Exceptional, (12)
"We had a great time at the cabin, perfect for two groups."
Cabin at Killington: Large Home w/ amenities, views and location close to ski resort. Hot Tub.
Secluded retreat in the trees
Exterior

Secluded retreat in the trees

10.0 out of 10, Exceptional, (15)
"My husband and I needed a little getaway to decompress. This was the perfect haven for us! The place was clean and in really good shape. The big windows were lovely to look out of. We wished we had more time to explore the trail that was on the land. It was quiet, comfortable, and restful. The bed was really comfortable. The kitchen was stocked for basic cooking which was helpful. There were plenty of towels if needed. We would recommend this site for sure!"
Secluded retreat in the trees
Charming farmhouse, dog friendly, Appalachian trail access
Fridge, microwave, oven, stovetop

Charming farmhouse, dog friendly, Appalachian trail access

7.2 out of 10, Good, (5)
"Pros: - Very responsive property management - Big house, great Vermont cabin feel - Clean bathrooms and great water pressure - Decently stocked kitchen - Beautiful location/ scenery Cons: - A bit hard to find (google maps gets confused) - We had many flies in kitchen and bedrooms - Heating issues (eventually fixed) - Access issues upon arrival (immediately fixed) - Have to remove your own trash when you leave"
Charming farmhouse, dog friendly, Appalachian trail access
Inviting timber frame cabin in Vermont's Green Mountains
Exterior

Inviting timber frame cabin in Vermont's Green Mountains

10.0 out of 10, Exceptional, (5)
"This is a very special place. Close to Middleburyyetfar away. "
The price is €300
includes taxes & fees
26 Feb - 27 Feb
Inviting timber frame cabin in Vermont's Green Mountains
Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
Exterior

Private pet-friendly cabin in the woods w/ private campfire pit & screened porch

10.0 out of 10, Exceptional, (11)
"A piece of heaven hidden in the woods "
The price is €341
includes taxes & fees
24 Feb - 25 Feb
Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
Picture-Perfect Vermont Mtn Cabin w/ Hot Tub!
Fridge, microwave, stovetop, dishwasher

Picture-Perfect Vermont Mtn Cabin w/ Hot Tub!

9.8 out of 10, Exceptional, (16)
"It was perfect for our family of 12. Close to skiing, Woodstock, Beautiful countryside around our house. "
Picture-Perfect Vermont Mtn Cabin w/ Hot Tub!
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
Exterior

Charming and meticulously cleaned cabin with panoramic view of the Green Mtns

10.0 out of 10, Exceptional, (16)
"It was great, but was about a 10min ride on dirt roads to the cabins. Some might not expect that"
The price is €332
includes taxes & fees
23 Feb - 24 Feb
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
Pond View Cabin-Rustic 2 Bedroom-Sleeps 4
Property grounds

Pond View Cabin-Rustic 2 Bedroom-Sleeps 4

Pond View Cabin-Rustic 2 Bedroom-Sleeps 4
Romantic Cabin Pvt Mtn getaway
Microwave, oven, stovetop, paper towels

Romantic Cabin Pvt Mtn getaway

10.0 out of 10, Exceptional, (1)
"Peaceful, private cabin. Enjoyed our stay!"
The price is €227
includes taxes & fees
23 Feb - 24 Feb
Romantic Cabin Pvt Mtn getaway
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Pittsfield

Private Killington Area Inn all to Yourself!
Fridge, microwave, oven, stovetop

Private Killington Area Inn all to Yourself!

10.0 out of 10, Exceptional, (38)
"Eric is a perfect host! The inn is perfect, 9 rooms, private bathrooms. The kitchen is awesome, great appliances and big enough for everyone to be in the kitchen at the same time. This was our third year with family staying and celebrating. We will be back!"
Private Killington Area Inn all to Yourself!
Cozy Loft for two with Hot Tub
Exterior

Cozy Loft for two with Hot Tub

10.0 out of 10, Exceptional, (230)
"Would definetly go back. Enjoyable, quiet, just an enjoyable stay!"
Cozy Loft for two with Hot Tub
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Fridge, microwave, oven, stovetop

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (41)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

What are the best cabins near Pittsfield?
Stay in one of our 650 cabins in Pittsfield and be rewarded with picturesque scenery, outdoor fun and memories to last a lifetime. Cabin - Romantic Retreat: Mt. Views, Hot Tub is the place to put your bags down and your feet up. A Great 4 Season Home ; Relaxing is also ideal if you’d love to spend time in nature.
Are there cheap cabins in Pittsfield?
Priced between €227 and €461 per night, escaping the everyday has never been easier. Lock in one of our cheap cabins in Pittsfield and enjoy an adventure-filled holiday without blowing your budget.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best luxury cabins near Pittsfield?
Our luxury cabins near Pittsfield offer the ultimate in comfort while staying in nature. You’ll love the plush touches at Robert Frost Mountain Cabins. Pillow top mattresses and massage services help make this retreat a popular choice. Alternatively, kick back in luxury at Cabin - Pollard Brook Condo In Great Lincoln, which comes with a swimming pool and a spa tub.
What are the best river cabins near Pittsfield?
When you think of the word relaxing, a river cabin near Pittsfield should spring to mind. Log Cabin On The Hudson is the ideal place to discover your Zen. As well as its picturesque surroundings, it features amenities such as nearby wildlife walks and snowsport activities. Warm & Inviting Jamaica Cabin w/ Grill: Ski & Hike is another sought-after option. A wood stove and a firepit are among the conveniences you’ll have at hand here.
What are the best cabins with pools near Pittsfield?
Hop into your swimsuit and enjoy a few laps at your leisure when you choose one of our cabin rentals with a pool near Pittsfield. Charming Traditional Log Cabin In Between Mt. Snow And Stratton With Sauna is a favourite among travellers. A swimming pool and a porch are among the other amenities that await you here. Or, spend your escape at Welcome To Northaven Family - Friendly Lakefront Cabin In The White Mountains. As well as a pleasant pool, this cabin comes with on-site watersports and a swimming pool.
Can I find beach cabins near Pittsfield?
Get your fix of sunshine and salty sea air at Cosy Private Lake Cabin Minutes To Lake George And Saratoga Springs. One of our most impressive Pittsfield beach cabins, it features on-site watersports and beach sun loungers. You can also spend easygoing days beside the sea at Log Cabin On The Hudson. Clothes washing facilities and children’s activities will help make your stay here extra special.
What are the best weekend cabin rentals in Pittsfield?
Whether you’re planning a short break with your beloved or the whole family, we’ll help you find the best weekend cabin getaway. One great example? Log Cabin On The Hudson. Featuring a patio and a firepit, you’ll appreciate the natural setting here. Birch Hill Hollow - Mt Snow & pool table is another popular place where you can slow things down. Book a couple of nights at this escape which offers a spa tub and a patio.
What are the best cabin prices in Pittsfield?
With prices starting at just €227 per night for a cabin rental in Pittsfield, there’s no need to wrangle with that hard-to-pitch tent.This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Can I find log cabins in Pittsfield?
Inviting, cosy and offering a much slower pace, log cabins boast a timeless appeal. Log Cabin On The Hudson is an excellent example in Pittsfield. a patio and a firepit are just the start of its many features. Authentic Log Cabin - Mountain Views also offers respite from the hustle and bustle. Take advantage of its beautiful location and amenities including a porch and a patio.
What are the highest-rated cabins in Pittsfield?
There are some properties that tick all the boxes. Private lake-front cabin with walk-in access to water, next to state park. is a good example. With an impressive rating, it comes with amenities such as a patio, a firepit and loads more. Another highly rated option is Classic Green Mountain Cabin. A barbecue grill and nearby museums are a few of the conveniences you’ll enjoy here.
Why should I book a cabin in Pittsfield?
Affordability, outdoor attractions, rustic charm — there are loads of good reasons to book a Pittsfield cabin. Escape the clamour of the concrete jungle and wake up to the sounds of birds and wildlife. There’s a whole lot of adventure just beyond your door too. Whether you’re holidaying with family, friends or your honey, you’ll find the perfect cabin on Expedia.
What are the top nature cabins in Pittsfield?
Our nature cabins in Pittsfield come in diverse shapes and budgets, but there’s one feature they all share — unbeatable access to the outdoors. Log Cabin On The Hudson is a magnet for nature lovers. Amenities such as a barbecue grill and a spa tub only make it better. Whether you’re eager to wriggle your feet into hiking boots or just put them up, do it at Log Haven, Pool/AC/Fireplace, Cosy Adirondack Mountains Cabin Steps to Loon Lake. Another top pick, it comes with a barbecue grill and on-site watersports.