Sandisfield Vacation Rentals & Ski-in/Ski-out Homes
Cabin
- Connecticut
- ·
- Winsted
- 4.50 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
944 ft²
Parking
Balcony/Terrace
Kitchen
Internet
US $369/Night
7 Nights - US $2,581
Ski Chalet
- Massachusetts
- ·
- Otis
- 2.57 mi to center
9.2Exceptional
(4 Reviews)
5 Bedrooms
3 Baths
10 Guests
2604.87 ft²
Air Conditioner
Child Friendly
Barbecue/Outdoor Cooking
Sports/Activities
US $533/Night
7 Nights - US $3,731
Hotel
- Great Barrington
- ·
- New Marlborough
- 1.62 mi to center
9.2Exceptional
(139 Reviews)
1 Bath
Breakfast- Parking
- Balcony/Terrace
- Kitchen
US $296/Night
7 Nights - US $2,073
Cottage
- Great Barrington
- ·
- New Marlborough
- 1.56 mi to center
10.0Exceptional
(76 Reviews)
2 Bedrooms
1 Bath
4 Guests
600 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $292/Night
7 Nights - US $2,043
House
- Massachusetts
- ·
- Monterey
- 2.23 mi to center
5 Bedrooms
4 Baths
12 Guests
3799.66 ft²
Hot Tub- Parking
- Air Conditioner
- Internet
US $662/Night
7 Nights - US $4,634
House
- Massachusetts
- ·
- Otis
- 3.70 mi to center
10.0Exceptional
(63 Reviews)
2 Bedrooms
2 Baths
8 Guests
1700 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $387/Night
7 Nights - US $2,711
House
- Massachusetts
- ·
- Sandisfield
- 2.42 mi to center
10.0Exceptional
(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $369/Night
7 Nights - US $2,584
House
- Massachusetts
- ·
- Sandisfield
- 1.54 mi to center
9.8Exceptional
(76 Reviews)
1 Bedroom
1 Bath
2 Guests
750 ft²
Private Pool- Hot Tub
- Parking
Pool
US $354/Night
7 Nights - US $2,479
Cabin
- Massachusetts
- ·
- Sandisfield
- 1.50 mi to center
9.8Exceptional
(22 Reviews)
2 Bedrooms
2 Baths
8 Guests
- Parking
- Kitchen
- Internet
Pet Friendly
US $313/Night
7 Nights - US $2,189
Luxury Places to Stay in Sandisfield
Over 84+ Luxury Places to Stay in or Near Sandisfield
House
- Great Barrington
- ·
- New Marlborough
- 0.78 mi to center
10.0Exceptional
(2 Reviews)
6 Bedrooms
6 Baths
16 Guests
- Hot Tub
- Parking
Spa- Balcony/Terrace
US $4,992/Night
7 Nights - US $34,943
Cabin
- Massachusetts
- ·
- Sandisfield
- 1.58 mi to center
6.0Good
(2 Reviews)
6 Bedrooms
3 Baths
12 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Internet
US $2,434/Night
7 Nights - US $17,040
House
- Massachusetts
- ·
- Monterey
- 2.23 mi to center
9.4Exceptional
(14 Reviews)
4 Bedrooms
4 Baths
12 Guests
3800 ft²
- Hot Tub
- Parking
- Spa
- Balcony/Terrace
US $1,138/Night
7 Nights - US $7,965
House
- Great Barrington
- ·
- New Marlborough
- 0.47 mi to center
10.0Exceptional
(4 Reviews)
5 Bedrooms
2 Baths
10 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $949/Night
7 Nights - US $6,646
House
- Massachusetts
- ·
- Monterey
- 2.77 mi to center
10.0Exceptional
(43 Reviews)
4 Bedrooms
2 Baths
9 Guests
2300 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $891/Night
7 Nights - US $6,237
House
- Massachusetts
- ·
- Sandisfield
- 3.54 mi to center
10.0Exceptional
(20 Reviews)
3 Bedrooms
3 Baths
6 Guests
2400 ft²
- Hot Tub
- Parking
Ocean View- Balcony/Terrace
US $795/Night
7 Nights - US $5,568
New
House
- Massachusetts
- ·
- Monterey
- 2.33 mi to center
4 Bedrooms
2 Baths
- Air Conditioner
- Internet
- Child Friendly
Laundry
US $762/Night
7 Nights - US $5,335
House
- Massachusetts
- ·
- Otis
- 3.70 mi to center
9.8Exceptional
(11 Reviews)
3 Bedrooms
2 Baths
7 Guests
- Parking
- Ocean View
- Balcony/Terrace
View
US $760/Night
7 Nights - US $5,320
House
- Great Barrington
- ·
- New Marlborough
- 3.06 mi to center
9.6Exceptional
(5 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $713/Night
7 Nights - US $4,990
Top-Rated Vacation Rentals with a Pool in Sandisfield
Over 12+ Top-Rated Vacation Rentals with a Pool in or Near Sandisfield
Hotel
- Great Barrington
- ·
- New Marlborough
- 1.58 mi to center
9.8Exceptional
(12 Reviews)
11 Baths
- Breakfast
- Parking
- Pool
- View
US $379/Night
7 Nights - US $2,653
Hotel
- Great Barrington
- ·
- New Marlborough
- 1.58 mi to center
9.2Exceptional
(91 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $398/Night
7 Nights - US $2,787
House
- Massachusetts
- ·
- Otis
- 1.59 mi to center
4 Bedrooms
2 Baths
6 Guests
2700 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $425/Night
7 Nights - US $2,977
House
- Great Barrington
- ·
- New Marlborough
- 1.27 mi to center
10.0Exceptional
(13 Reviews)
5 Bedrooms
3 Baths
11 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $985/Night
7 Nights - US $6,894
House
- Massachusetts
- ·
- Sandisfield
- 5.47 mi to center
10.0Exceptional
(2 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Pool
- Ocean View
- Balcony/Terrace
- View
US $275/Night
7 Nights - US $1,925
House
- Massachusetts
- ·
- Sandisfield
- 1.54 mi to center
9.6Exceptional
(6 Reviews)
5 Bedrooms
2 Baths
10 Guests
- Private Pool
- Parking
- Pool
- Kitchen
US $375/Night
7 Nights - US $2,625
House
- Massachusetts
- ·
- Otis
- 1.08 mi to center
4.5Average
(4 Reviews)
4 Bedrooms
3 Baths
10 Guests
1300 ft²
- Pool
- Balcony/Terrace
- Kitchen
- Internet
US $220/Night
7 Nights - US $1,540
House
- Massachusetts
- ·
- Sandisfield
- 5.09 mi to center
4 Bedrooms
3 Baths
7 Guests
- Hot Tub
- Parking
- Pool
- Spa
US $505/Night
7 Nights - US $3,536
House
- Massachusetts
- ·
- Otis
- 3.38 mi to center
6 Bedrooms
4 Baths
8 Guests
2500 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $499/Night
7 Nights - US $3,496
Pet-Friendly Vacation Rentals in Sandisfield
Over 31+ Pet-Friendly Vacation Rentals in or Near Sandisfield
Cabin
- Massachusetts
- ·
- Sandisfield
- 3.01 mi to center
9.4Exceptional
(27 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $247/Night
7 Nights - US $1,732
House
- Massachusetts
- ·
- Sandisfield
- 3.24 mi to center
4 Bedrooms
3 Baths
9 Guests
1980.56 ft²
Oceanfront- Parking
- Spa
- Ocean View
US $210/Night
7 Nights - US $1,470
Cottage
- Massachusetts
- ·
- Otis
- 3.61 mi to center
8.6Fabulous
(9 Reviews)
2 Bedrooms
1 Bath
6 Guests
1098 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $502/Night
7 Nights - US $3,516
House
- Massachusetts
- ·
- Otis
- 4.47 mi to center
2 Bedrooms
1 Bath
4 Guests
721.18 ft²
- Parking
- Pet Friendly
- Child Friendly
- Sports/Activities
US $113/Night
7 Nights - US $791
House
- Massachusetts
- ·
- Monterey
- 2.27 mi to center
9.6Exceptional
(8 Reviews)
4 Bedrooms
4 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $498/Night
7 Nights - US $3,487
New
House
- Massachusetts
- ·
- Monterey
- 2.01 mi to center
5 Bedrooms
2 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $698/Night
7 Nights - US $4,887
House
- Massachusetts
- ·
- Monterey
- 2.2 mi to center
3 Bedrooms
3 Baths
8 Guests
1836 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $614/Night
7 Nights - US $4,300
House
- Great Barrington
- ·
- New Marlborough
- 0.61 mi to center
3 Bedrooms
2 Baths
6 Guests
1650 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $533/Night
7 Nights - US $3,729
House
- Massachusetts
- ·
- Otis
- 2.70 mi to center
3 Bedrooms
3 Baths
8 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $462/Night
7 Nights - US $3,237
Large Vacation Homes & Villas in Sandisfield
Over 8+ Large Vacation Homes & Villas in or Near Sandisfield
House
- Massachusetts
- ·
- Otis
- 3.93 mi to center
10.0Exceptional
(169 Reviews)
4 Bedrooms
3 Baths
10 Guests
2400 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $377/Night
7 Nights - US $2,639
House
- Massachusetts
- ·
- Otis
- 3.36 mi to center
3 Bedrooms
2 Baths
10 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $534/Night
7 Nights - US $3,737
House
- Massachusetts
- ·
- Monterey
- 2.25 mi to center
10.0Exceptional
(1 Review)
6 Bedrooms
5 Baths
15 Guests
6000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,352/Night
7 Nights - US $9,464
House
- Massachusetts
- ·
- Monterey
- 2.45 mi to center
4 Bedrooms
5 Baths
12 Guests
- Hot Tub
- Spa
- Kitchen
- Air Conditioner
US $1,203/Night
7 Nights - US $8,421
House
- Massachusetts
- ·
- Monterey
- 2.25 mi to center
4 Bedrooms
2 Baths
12 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $624/Night
7 Nights - US $4,368
Cabin
- Massachusetts
- ·
- Monterey
- 2.30 mi to center
9.6Exceptional
(8 Reviews)
5 Bedrooms
3 Baths
12 Guests
2195 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $455/Night
7 Nights - US $3,183
House
- Massachusetts
- ·
- Monterey
- 2.23 mi to center
3.8Average
(4 Reviews)
4 Bedrooms
4 Baths
12 Guests
- Hot Tub
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $474/Night
7 Nights - US $3,318
House
- Massachusetts
- ·
- Otis
- 2.62 mi to center
1.0Average
(1 Review)
4 Bedrooms
2 Baths
10 Guests
3000 ft²
- Balcony/Terrace
- Kitchen
- Child Friendly
- Laundry
US $370/Night
7 Nights - US $2,590
Wheelchair Accessible Vacation Homes in Sandisfield
Over 1+ Wheelchair Accessible Vacation Homes in or Near Sandisfield
House
- Great Barrington
- ·
- New Marlborough
- 0.81 mi to center
10.0Exceptional
(27 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Parking
- Ocean View
Lake View- Balcony/Terrace
US $116/Night
7 Nights - US $812
Sandisfield Resorts and Airbnb Homes Under $200
Over 11+ Sandisfield Resorts and Airbnb Homes Under $200
House
- Massachusetts
- ·
- Sandisfield
- 2.53 mi to center
10.0Exceptional
(18 Reviews)
2 Bedrooms
1 Bath
4 Guests
850 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $190/Night
7 Nights - US $1,329
House
- Massachusetts
- ·
- Otis
- 4.27 mi to center
1 Bedroom
1 Bath
2 Guests
796.53 ft²
- Parking
- Internet
- Child Friendly
- Sports/Activities
US $164/Night
7 Nights - US $1,148
Cabin
- Massachusetts
- ·
- Otis
- 3.29 mi to center
10.0Exceptional
(6 Reviews)
3 Bedrooms
2 Baths
6 Guests
1452 ft²
- Parking
- Kitchen
- Internet
- Pet Friendly
US $178/Night
7 Nights - US $1,246
Apartment
- Massachusetts
- ·
- Otis
- 3.10 mi to center
4.8Average
(9 Reviews)
1 Bedroom
1 Bath
5 Guests
900 ft²
- Kitchen
- Air Conditioner
- Pet Friendly
- Child Friendly
US $128/Night
7 Nights - US $896
Apartment
- Massachusetts
- ·
- Otis
- 3.11 mi to center
4.8Average
(8 Reviews)
2 Bedrooms
1 Bath
7 Guests
1250 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $133/Night
7 Nights - US $931
Cottage
- Massachusetts
- ·
- Otis
- 3.10 mi to center
4.5Average
(13 Reviews)
1 Bedroom
1 Bath
4 Guests
1 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Pet Friendly
US $113/Night
7 Nights - US $791
Apartment
- Massachusetts
- ·
- Otis
- 3.09 mi to center
4.4Average
(10 Reviews)
1 Bedroom
1 Bath
2 Guests
1 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $50/Night
7 Nights - US $350
House
- Massachusetts
- ·
- Sandisfield
- 4.94 mi to center
4 Bedrooms
3 Baths
7 Guests
- Pool
- Kitchen
- Air Conditioner
- Internet
US $178/Night
7 Nights - US $1,247
House
- Massachusetts
- ·
- Monterey
- 3.28 mi to center
3 Bedrooms
2 Baths
6 Guests
1452 ft²
- Kitchen
- Internet
- Pet Friendly
- Child Friendly
US $162/Night
7 Nights - US $1,134
Instantly Bookable Vacation Homes in Sandisfield
Over 25+ Instantly Bookable Vacation Homes in or Near Sandisfield
Cottage
- Massachusetts
- ·
- Otis
- 4.27 mi to center
9.8Exceptional
(11 Reviews)
1 Bedroom
1 Bath
2 Guests
800 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Child Friendly
US $335/Night
7 Nights - US $2,345
House
- Massachusetts
- ·
- Otis
- 2.81 mi to center
9.6Exceptional
(5 Reviews)
3 Bedrooms
1 Bath
800 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $294/Night
7 Nights - US $2,061
House
- Massachusetts
- ·
- Otis
- 0.88 mi to center
9.8Exceptional
(47 Reviews)
4 Bedrooms
2 Baths
8 Guests
1650 ft²
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $342/Night
7 Nights - US $2,393
Cottage
- Massachusetts
- ·
- Monterey
- 2.33 mi to center
9.8Exceptional
(7 Reviews)
3 Bedrooms
1 Bath
6 Guests
900 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $525/Night
7 Nights - US $3,675
Cabin
- Massachusetts
- ·
- Sandisfield
- 3.24 mi to center
9.6Exceptional
(54 Reviews)
4 Bedrooms
3 Baths
9 Guests
1978 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $478/Night
7 Nights - US $3,347
Cabin
- Massachusetts
- ·
- Otis
- 0.76 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $221/Night
7 Nights - US $1,546
Cottage
- Great Barrington
- ·
- New Marlborough
- 1.51 mi to center
9.2Exceptional
(57 Reviews)
1 Bedroom
1 Bath
4 Guests
1200 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $247/Night
7 Nights - US $1,728
Apartment
- Massachusetts
- ·
- Otis
- 3.03 mi to center
2 Bedrooms
1 Bath
6 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $274/Night
7 Nights - US $1,916
House
- Massachusetts
- ·
- Southfield
- 2.22 mi to center
2 Bedrooms
2 Baths
4 Guests
1500 ft²
- Parking
- Kitchen
- Internet
- Pet Friendly
US $302/Night
7 Nights - US $2,112
Book a Last Minute Place to Stay in Sandisfield
About Sandisfield Vacation Rentals
Explore over 93 vacation rentals in Sandisfield with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Sandisfield for more space and value.
In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Sandisfield. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Sandisfield tailored to your preferences. On average, these rentals offer 996.43 ft² of space, and are priced at an average of US $483 per night.
SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Sandisfield at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.
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Top Types of Ski Accommodations in Sandisfield
| Type | Count |
|---|---|
| Vacation Homes | 59 |
| Cottages | 11 |
| Cabin Rentals | 9 |
| Holiday Apartments | 6 |
| Others | 2 |
| Ski Chalet Rentals | 2 |
Use these Quick Filters to Find a Vacation Rental in Sandisfield
★ Pro Tip: Discover Your Ideal Vacation Rental in Sandisfield with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.
Weather in Sandisfield, MA
View the weather forecast for Sandisfield before booking your Sandisfield Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Sandisfield, MA
Sunski offers a large selection of top attractions around Sandisfield . Research things to do on your vacation before you visit Sandisfield.
Frequently Asked Questions About Sandisfield?
What are the top vacation rentals in Sandisfield?
When organizing your trip to Sandisfield, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Sandisfield. Peruse our collection of highly-rated properties and secure your reservation today.
- 4Br/3bath Lakefront/Ski House in Berkshires. Hi speed wifi
- Charming Cottage, New Marlborough Village Green in the Berkshires
- Modern Berkshires Cottage 🌲 Gas Stove, Large Deck & W/D + 7 mins to Otis Ridge
- Jaw dropping mountain & lake views in this stylish mountain home….
- Waterfront oasis in heart of Berkshires
- Private Mountain Retreat on 5 acres - Close to lakes and attractions
- Cozy escape in the trees of the Berkshires
- Luxury on the River near Tanglewood w/220 EV Charge
- Sunset Falls: A Berkshire Mountain Luxury Retreat
- Hilltop Escape with Views & Hot Tub
Which vacation homes or resorts in Sandisfield are best for families?
Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Sandisfield. Enjoy great views, locations and save money with SunSki Resorts.™
- Private Mountain Retreat on 5 acres - Close to lakes and attractions
- Hilltop Escape with Views & Hot Tub
- Modern secluded home in wooded Setting
How many SunSkiResorts vacation rentals or resorts are available in Sandisfield?
Discover the ideal vacation rental in Sandisfield with SunSki Resorts™. We provide an extensive selection of over 93 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Sandisfield.
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