Spencertown Holiday Rentals

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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Spencertown holiday rentals

Property grounds

Holiday Home in Hudson

All the comforts of home
9.2 out of 10, Wonderful, (29 reviews)
"Good for a quick overnight - host was very accommodating when we needed an early check-in."
United States
Katie B.
The price is HK$831
HK$1,106 total
includes taxes & fees
4 Mar - 5 Mar
All the comforts of home
Property grounds

Apartment in Hudson

All comforts of home
9.6 out of 10, Exceptional, (54 reviews)
"Loved the place and would love to come back. "
United States
Georgine
The price is HK$767
HK$1,035 total
includes taxes & fees
3 Mar - 4 Mar
All comforts of home
Exterior

Cabin in Catskill

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
9.8 out of 10, Exceptional, (35 reviews)
"Cozy and a great front porch to enjoy morning coffee and the evenings."
United States
Crystal B.
The price is HK$1,162
HK$2,651 total
includes taxes & fees
3 Mar - 4 Mar
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Exterior detail

Holiday Home in Pittsfield

3-bedroom house in beautiful Berkshires, close to amenities!
The price is HK$1,408
HK$2,403 total
includes taxes & fees
3 Mar - 4 Mar
3-bedroom house in beautiful Berkshires, close to amenities!
Interior

Cabin in Sheffield

Guesthouse Cabin vacation rentals in Berkshire County
10.0 out of 10, Exceptional, (10 reviews)
"Great place. I highly recommend for a group or family. Amazing views! Beautiful property very private and quiet. Cabin was also very well stocked and had great outdoor space. "
United States
deborah d.
The price is HK$3,129
HK$5,497 total
includes taxes & fees
4 Mar - 5 Mar
Guesthouse Cabin vacation rentals in Berkshire County

Apartment in Hillsdale

The Brooks Motel: Exceptional Suite
7.0 out of 10, Good, (4 reviews)
"Location was good for what we wanted. The people involved responded quickly. The bed was very comfortable. Reasonably clean, the coffee pot had leftover coffee in it and a dirty spoon on the counter. The biggest issue was the musty odor."
United States
John P.
The price is HK$1,244
HK$1,568 total
includes taxes & fees
3 Mar - 4 Mar
The Brooks Motel: Exceptional Suite
Outdoor dining

Cottage in Catskill

Charming Cottage in the Heart of Catskill & Pet Friendly
10.0 out of 10, Exceptional, (22 reviews)
"Really comfortable and cozy"
Canada
Lynne H.
The price is HK$1,408
HK$2,769 total
includes taxes & fees
3 Mar - 4 Mar
Charming Cottage in the Heart of Catskill & Pet Friendly
Interior

Cottage in Stephentown

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
3.0 star property
The price is HK$1,533
HK$4,331 total
includes taxes & fees
3 Mar - 4 Mar
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
Beach

Apartment in Stephentown

2 Bed Berkshire Apt minutes to Jiminy Peak Ski
8.4 out of 10, Very good, (12 reviews)
"Great location and property. thank you"
United States
Christine P.
The price is HK$1,027
HK$1,976 total
includes taxes & fees
3 Mar - 4 Mar
2 Bed Berkshire Apt minutes to Jiminy Peak Ski
Fridge, microwave, oven, stovetop

Holiday Home in Great Barrington

Home in Great Barrington
9.8 out of 10, Exceptional, (27 reviews)
"Great stay in a cool, new space, totally walkable to Railroad St. I would definitely go back to GB and would try to stay here again. "
United States
Cameron M.
The price is HK$1,260
HK$2,107 total
includes taxes & fees
4 Mar - 5 Mar
Home in Great Barrington
Interior

Cabin in Stephentown

Charming 3-bedroom Cabin for nature lovers
6.8 out of 10, (3 reviews)
"It’s a duplex, half of an old farm house. The bedrooms are all up a steep staircase to the second floor. The only bathroom is on the main floor with the kitchen and LR. It was clean but had a mild old house smell. It’s out in the country with a great view from the enclosed porch and the open deck. The kitchen was well stocked with appliances and everything worked. It needs more seating and lights in the LR. "
United States
Bill B.
The price is HK$1,031
HK$2,299 total
includes taxes & fees
3 Mar - 4 Mar
Charming 3-bedroom Cabin for nature lovers
Dining

Mobile Home in Chatham

Sugar Shack - 300 square feet of pure sweetness.
10.0 out of 10, Exceptional, (3 reviews)
"By far one of my favorite rentals. Everything was perfect and the details were amazing. Not only do I highly recommend, I amSURE I will be returning soon. "
United States
Sue G.
The price is HK$1,478
HK$2,558 total
includes taxes & fees
5 Mar - 6 Mar
Sugar Shack - 300 square feet of pure sweetness.
Interior

Holiday Home in Catskill

Catskill Cottage Walk to Downtown & River Views
10.0 out of 10, Exceptional, (18 reviews)
"Great little place to stay at right in downtown!!"
United States
Bryan S.
The price is HK$962
HK$1,645 total
includes taxes & fees
9 Mar - 10 Mar
Catskill Cottage Walk to Downtown & River Views
TV, fireplace

Holiday Home in Old Chatham

Artists’ Hideaway in Old Chatham
The price is HK$1,262
HK$4,016 total
includes taxes & fees
3 Mar - 4 Mar
Artists’ Hideaway in Old Chatham
Dining

Cottage in Stottville

Pet-Friendly Hudson Escape w/ Hot Tub
The price is HK$1,252
HK$2,358 total
includes taxes & fees
3 Mar - 4 Mar
Pet-Friendly Hudson Escape w/ Hot Tub
Exterior

Aparthotel in Hudson

Micosta Leisure Inn
3.0 star property
9.4 out of 10, Exceptional, (138 reviews)
"Very pleasent stay , and kind helpful staff ."
United States
Kevin
The price is HK$1,017
HK$1,139 total
includes taxes & fees
3 Mar - 4 Mar
Micosta Leisure Inn
Exterior

Holiday Home in Stockbridge

Walk into town, soak up sun on enclosed porch & steps away from nature trails!
10.0 out of 10, Exceptional, (34 reviews)
"A college friends' retreat was fantastic, in part due to the location, cleanliness and amenities in this 3 bedroom house. Furniture was comfortable and kitchen was stocked with everything we needed. "
United States
cathy c.
The price is HK$2,339
HK$5,086 total
includes taxes & fees
4 Mar - 5 Mar
Walk into town, soak up sun on enclosed porch & steps away from nature trails!
Outdoor dining

Holiday Home in Pittsfield

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
7.8 out of 10, Good, (7 reviews)
"The space was well situated to our plans, food,lake and hiking and very clean but smelled sooo strongly of dogs that we limited our time inside."
United States
Liz V.
The price is HK$2,105
HK$3,872 total
includes taxes & fees
3 Mar - 4 Mar
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Exterior

Holiday Home in New Lebanon

Near Tanglewood: Historic Summer Retreat
9.4 out of 10, Exceptional, (26 reviews)
"Perfect cosy home to stay at for a Berkshire vacation. Easy to get to everything."
United States
Paul S.
The price is HK$915
HK$2,716 total
includes taxes & fees
8 Mar - 9 Mar
Near Tanglewood: Historic Summer Retreat
Private kitchen

Holiday Home in New Lebanon

NEW! Spacious 4BR Ski Getaway - Minutes to Jiminy & Bousquet
The price is HK$814
HK$2,594 total
includes taxes & fees
3 Mar - 4 Mar
NEW! Spacious 4BR Ski Getaway - Minutes to Jiminy & Bousquet
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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Top Spencertown Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Love it here. We stay a few times a year and are actually local to the hotel. Just a relaxed experience. "
Anthony 2-night trip
Posted 1 day ago
Berkshire Mountain Lodge

Find out more about Spencertown

Search for holiday rentals in Spencertown on Expedia! You can easily find your home rentals, villas, holiday apartments in Spencertown using one of the methods below:

  • View our selection of featured holiday rentals in Spencertown
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Frequently asked questions

Can I find a holiday rental in Spencertown?

Yes, there are holiday rentals close to the most popular sights in Spencertown, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Spencertown has to offer?

Pool & Secluded Historic Estate on the Hudson | River House by AvantStay: This holiday home rental outside of Spencertown is located on a river, and has an arcade/games room, a BBQ and air conditioning to put you at ease in your new surroundings. It has 11 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals will I find in Spencertown?

Expedia has 3 holiday rentals for your stay in Spencertown.

What’s there to see and do in Spencertown?

Explore the area and family-friendly sights such as Bousquet Ski Area, or get out into nature at a spot like Queechy Lake. Berkshire Botanical Garden and Norman Rockwell Museum are a couple of places you'll find in the wider area.

What’s a holiday rental in Spencertown like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Spencertown. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and busy lobbies while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for a small group gathering.