Vacation Rentals Stockbridge, MA
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Showing 75 Vacation Rentals from Stockbridge, MA
Stockbridge, MA Vacation Rentals:
Nightly rate
140 USD to 360 USD
Property type
Vacation Home
Bedrooms
-
Sleeps
-
Bathrooms
-
Amenities:
Fireplace
Fireplace
Activities:
-
-
Vacation Home Description:
-
-
Nightly rate
135 USD to 250 USD
Property type
Bed & Breakfast
Bedrooms
3
Sleeps
6
Bathrooms
1.5
Amenities:
Air Conditioning, BBQ, Cable/Satellite TV, Coffee Maker, Garage, Linens, Non-Smoking, Patio, Pets OK, Phone, Refrigerator, TV
Air Conditioning, BBQ, Cable/Satellite TV, Coffee Maker, Garage, Linens, Non-Smoking, Patio, Pets OK, Phone, Refrigerator, TV
Activities:
Snow Skiing
Snow Skiing
Vacation Bed & Breakfast Description:
description:Built in 1921, PineCroft is a 2 story, 3 bedroom, 1 1/2 bath home situated on Pine Street in a quiet neighborhood w/ a large yard (over 1/2 acre) and a separate garage offering both privacy and convenient location to all Berkshire attractions. Fine dining, skiing, recreational and cultural facilities are all just minutes away. Sip your coffee on the south facing porch as you plan your day while enjoying the local flora and fauna. You are likely to spot wild turkeys and deer strolling through your yard.... ;
description:Built in 1921, PineCroft is a 2 story, 3 bedroom, 1 1/2 bath home situated on Pine Street in a quiet neighborhood w/ a large yard (over 1/2 acre) and a separate garage offering both privacy and convenient location to all Berkshire attractions. Fine dining, skiing, recreational and cultural facilities are all just minutes away. Sip your coffee on the south facing porch as you plan your day while enjoying the local flora and fauna. You are likely to spot wild turkeys and deer strolling through your yard.... ;
Nightly rate
117 USD
Property type
Bed & Breakfast
Bedrooms
1
Sleeps
4
Bathrooms
-
Amenities:
Air Conditioning, Cable/Satellite TV, Coffee Maker, Fireplace, Non-Smoking, Pets OK, Phone, Refrigerator, TV
Air Conditioning, Cable/Satellite TV, Coffee Maker, Fireplace, Non-Smoking, Pets OK, Phone, Refrigerator, TV
Activities:
-
-
Vacation Bed & Breakfast Description:
-
-
Nightly rate
Property type
Vacation Home
Bedrooms
3
Sleeps
8
Bathrooms
2
Amenities:
-
-
Activities:
-
-
Vacation Home Description:
description:Oak N' Spruce by Evrentals 3 bedroom/3 bathroom condo Bedding Configuration: Unit bedding varies. ...;
description:Oak N' Spruce by Evrentals 3 bedroom/3 bathroom condo Bedding Configuration: Unit bedding varies. ...;
Nightly rate
120 USD to 325 USD
Property type
Bed & Breakfast
Bedrooms
8
Sleeps
8
Bathrooms
-
Amenities:
Air Conditioning, Alarm Clock, BBQ, Ceiling fans, Fireplace, Full kitchen, Hot Tub, Internet Access, Ironing Board, Phone, Refrigerator, Smoking OK, Swimming Pool, TV, VCR, Wireless Internet Access
Air Conditioning, Alarm Clock, BBQ, Ceiling fans, Fireplace, Full kitchen, Hot Tub, Internet Access, Ironing Board, Phone, Refrigerator, Smoking OK, Swimming Pool, TV, VCR, Wireless Internet Access
Activities:
Biking, Bird watching, Board Games, Boating, Canoeing, Fishing, Hiking, Horseback Riding, Hunting, Kayaking, Museums, Rafting, Sailing, Shopping, Sightseeing, Snow Skiing, Swimming, Tennis, Watersports, Windsurfing
Biking, Bird watching, Board Games, Boating, Canoeing, Fishing, Hiking, Horseback Riding, Hunting, Kayaking, Museums, Rafting, Sailing, Shopping, Sightseeing, Snow Skiing, Swimming, Tennis, Watersports, Windsurfing
Vacation Bed & Breakfast Description:
description:This 1828 brick, Federal farm house and barn on 3 acres of spacious lawns, woods and gardens offers: informal, year round comfort;
description:This 1828 brick, Federal farm house and barn on 3 acres of spacious lawns, woods and gardens offers: informal, year round comfort;
Nightly rate
171 USD
Property type
Vacation Home
Bedrooms
3
Sleeps
6
Bathrooms
2
Amenities:
Air Conditioning, BBQ, Cable/Satellite TV, Coffee Maker, Fireplace, Full kitchen, Hot Tub, Internet Access, Jacuzzi, Linens, Microwave, No Pets, Non-Smoking, Pets OK, Phone, Pool Table, Screened porch, Swimming Pool, TV
Air Conditioning, BBQ, Cable/Satellite TV, Coffee Maker, Fireplace, Full kitchen, Hot Tub, Internet Access, Jacuzzi, Linens, Microwave, No Pets, Non-Smoking, Pets OK, Phone, Pool Table, Screened porch, Swimming Pool, TV
Activities:
Beach, Biking, Boating, Casino, Fishing, Golf, Hiking, Horseback Riding, Museums, Rafting, Rock Climbing, Sailing, Shopping, Sightseeing, Snorkeling, Snow Skiing, Surfing, Swimming, Tennis, Water Skiing
Beach, Biking, Boating, Casino, Fishing, Golf, Hiking, Horseback Riding, Museums, Rafting, Rock Climbing, Sailing, Shopping, Sightseeing, Snorkeling, Snow Skiing, Surfing, Swimming, Tennis, Water Skiing
Vacation Home Description:
description:Large house on Stockbridge Bowl. 3 bedrooms, 2 baths, screened porch, living room, dining room, study. Big yard, carport, 2 miles from Tanglewood. Fully furnished, all appliances, handicapped-accessible. ;
description:Large house on Stockbridge Bowl. 3 bedrooms, 2 baths, screened porch, living room, dining room, study. Big yard, carport, 2 miles from Tanglewood. Fully furnished, all appliances, handicapped-accessible. ;
Nightly rate
150 USD to 225 USD
Property type
Bed & Breakfast
Bedrooms
-
Sleeps
-
Bathrooms
-
Amenities:
Phone
Phone
Activities:
Golf, Hiking, Snow Skiing, Swimming, Tennis
Golf, Hiking, Snow Skiing, Swimming, Tennis
Vacation Bed & Breakfast Description:
description:The Cottage is in the heart of The Berkshires. Close to Tanglewood, Norman Rockwell Museum, Shakespeare & Co., Berkshire Theater Festival,the Red Lion Inn, Main Street Stockbridge. Fun in all four seasons:swimming,hiking, golf and tennis as well as skiing.Large and luxurious suites available;
description:The Cottage is in the heart of The Berkshires. Close to Tanglewood, Norman Rockwell Museum, Shakespeare & Co., Berkshire Theater Festival,the Red Lion Inn, Main Street Stockbridge. Fun in all four seasons:swimming,hiking, golf and tennis as well as skiing.Large and luxurious suites available;
Nightly rate
228 USD
Property type
Vacation Home
Bedrooms
2
Sleeps
4
Bathrooms
-
Amenities:
Air Conditioning, BBQ, CD Player, Coffee Maker, DVD Player, Fireplace, Full kitchen, Internet Access, Laundry, Microwave, Pets OK, Phone, Stereo, TV, Utensils, VCR
Air Conditioning, BBQ, CD Player, Coffee Maker, DVD Player, Fireplace, Full kitchen, Internet Access, Laundry, Microwave, Pets OK, Phone, Stereo, TV, Utensils, VCR
Activities:
Biking, Boating, Canoeing, Fishing, Golf, Hiking, Horseback Riding, Movie Theaters, Restaurants, Shopping, Snow Skiing, Swimming
Biking, Boating, Canoeing, Fishing, Golf, Hiking, Horseback Riding, Movie Theaters, Restaurants, Shopping, Snow Skiing, Swimming
Vacation Home Description:
description:Nestled in the bucolic rural New Marlborough/Monterey area very close to the quaint Monterey General Store and Gould Farm's yummy Roadside Diner for great omelettes and pancakes. Just 5 minutes from the galleries, restaurants, live music, and cinema in Great Barrington and only 20 minutes from Tanglewood and Jacobs Pillow. With an enchanting fish pond with waterfalls on one side, the Konkapot river rushing in the back yard, the amazingly lush wooded setting, and a large swimming hole with rope swing just a walk up the road, you may be tempted to skip all the amazing cultural events in the Berkshires and just let the tranquil location both relax and inspire you. If you choose to experience the great nearby skiing, canoeing, fishing, or hiking the dog yard and doggie door will allow your pooch to enjoy the beautiful outdoors while you're away. 2 dining areas and 2 living areas Stereo w/ CD, TVw/DVD/VCR 2 phone lines- one open for dial-up internet, Washer/Dryer, A/C Window units, Woodstove, Fireplace;
description:Nestled in the bucolic rural New Marlborough/Monterey area very close to the quaint Monterey General Store and Gould Farm's yummy Roadside Diner for great omelettes and pancakes. Just 5 minutes from the galleries, restaurants, live music, and cinema in Great Barrington and only 20 minutes from Tanglewood and Jacobs Pillow. With an enchanting fish pond with waterfalls on one side, the Konkapot river rushing in the back yard, the amazingly lush wooded setting, and a large swimming hole with rope swing just a walk up the road, you may be tempted to skip all the amazing cultural events in the Berkshires and just let the tranquil location both relax and inspire you. If you choose to experience the great nearby skiing, canoeing, fishing, or hiking the dog yard and doggie door will allow your pooch to enjoy the beautiful outdoors while you're away. 2 dining areas and 2 living areas Stereo w/ CD, TVw/DVD/VCR 2 phone lines- one open for dial-up internet, Washer/Dryer, A/C Window units, Woodstove, Fireplace;
Nightly rate
90 USD to 180 USD
Property type
Bed & Breakfast
Bedrooms
-
Sleeps
-
Bathrooms
-
Amenities:
Phone
Phone
Activities:
-
-
Vacation Bed & Breakfast Description:
description:We offer our guests a pleasant and comfotable stay while visitng the Berkshire area. The Blue Willow is perfectly situated to enjoy all the surrounding attractions. Stockbridge is best known for Tanglewood, the Norman Rockwell Museum, and its stunning autumn foliage. We offer four-season accommodations and invite our guests to enjoy the Berkshires any time of year.;
description:We offer our guests a pleasant and comfotable stay while visitng the Berkshire area. The Blue Willow is perfectly situated to enjoy all the surrounding attractions. Stockbridge is best known for Tanglewood, the Norman Rockwell Museum, and its stunning autumn foliage. We offer four-season accommodations and invite our guests to enjoy the Berkshires any time of year.;
Nightly rate
90 USD to 170 USD
Property type
Bed & Breakfast
Bedrooms
-
Sleeps
-
Bathrooms
-
Amenities:
Phone
Phone
Activities:
Golf, Restaurants
Golf, Restaurants
Vacation Bed & Breakfast Description:
description:One Main B&B in the Berkshires offers old fashioned hospitality at a comfortable 1825 colonial bed and breakfast in Stockbridge, one of New England's most historic villages. You'll enjoy the peaceful location, on the quiet end of Main Street adjacent to the manicured grounds of the Stockbridge Golf Club, with a lovely view of the beautiful Berkshire hills. From One Main it's just a half-mile stroll down Main Street, with its grand and historic homes, to the center of Stockbridge village. There you'll find shops, galleries, restaurants and historic sites, including the famed Red Lion Inn and the Mission House, built in the 1730's to bring civilization to the Stockbridge Indians.;
description:One Main B&B in the Berkshires offers old fashioned hospitality at a comfortable 1825 colonial bed and breakfast in Stockbridge, one of New England's most historic villages. You'll enjoy the peaceful location, on the quiet end of Main Street adjacent to the manicured grounds of the Stockbridge Golf Club, with a lovely view of the beautiful Berkshire hills. From One Main it's just a half-mile stroll down Main Street, with its grand and historic homes, to the center of Stockbridge village. There you'll find shops, galleries, restaurants and historic sites, including the famed Red Lion Inn and the Mission House, built in the 1730's to bring civilization to the Stockbridge Indians.;
Nightly rate
85 USD to 325 USD
Property type
Bed & Breakfast
Bedrooms
-
Sleeps
-
Bathrooms
-
Amenities:
Hot Tub, Phone, Swimming Pool
Hot Tub, Phone, Swimming Pool
Activities:
Swimming
Swimming
Vacation Bed & Breakfast Description:
description:Conroy's, a Stockbridge, Massachusetts bed and breakfast, is an 1828 farmhouse built in the Federal style. The B&B sits on three beautiful acres protected by a giant pine hedge. With its canopy of mature maple trees, it provides a shady sanctuary where you can relax with a good book. Extensive stone, farm foundations and walls provide interesting and picturesque backdrops for the perennial gardens, a 33-foot swimming pool and hot tub. Our charming country inn bedrooms along with cozy common sitting and dining area provide a comfortable home-away-from-home atmosphere. We have rooms with private and shared baths, some have fireplaces.;
description:Conroy's, a Stockbridge, Massachusetts bed and breakfast, is an 1828 farmhouse built in the Federal style. The B&B sits on three beautiful acres protected by a giant pine hedge. With its canopy of mature maple trees, it provides a shady sanctuary where you can relax with a good book. Extensive stone, farm foundations and walls provide interesting and picturesque backdrops for the perennial gardens, a 33-foot swimming pool and hot tub. Our charming country inn bedrooms along with cozy common sitting and dining area provide a comfortable home-away-from-home atmosphere. We have rooms with private and shared baths, some have fireplaces.;
Nightly rate
135 USD to 235 USD
Property type
Bed & Breakfast
Bedrooms
-
Sleeps
-
Bathrooms
-
Amenities:
Air Conditioning, Hot Tub, Phone, TV
Air Conditioning, Hot Tub, Phone, TV
Activities:
Biking, Sailing, Snow Skiing, Yoga
Biking, Sailing, Snow Skiing, Yoga
Vacation Bed & Breakfast Description:
description:The Seasons on Main Bed and Breakfast is a Greek revival era home built as a private residence. As you enter the house you will step back in time, during your relaxing visit to this faithfully restored home. Elegantly appointed guest rooms with seasonal names provide you with several choices. All rooms have air conditioning, TV's, and private baths some with claw foot tubs. Afternoon refreshments can be enjoyed in the three common areas. The TV/Game Room offers our guests a small icebox, several games, as well as reading material. The comfort of our guests is our utmost concern. The front porch is ideal for relaxing;
description:The Seasons on Main Bed and Breakfast is a Greek revival era home built as a private residence. As you enter the house you will step back in time, during your relaxing visit to this faithfully restored home. Elegantly appointed guest rooms with seasonal names provide you with several choices. All rooms have air conditioning, TV's, and private baths some with claw foot tubs. Afternoon refreshments can be enjoyed in the three common areas. The TV/Game Room offers our guests a small icebox, several games, as well as reading material. The comfort of our guests is our utmost concern. The front porch is ideal for relaxing;
Nightly rate
125 USD to 225 USD
Property type
Bed & Breakfast
Bedrooms
-
Sleeps
-
Bathrooms
-
Amenities:
Air Conditioning, Coffee Maker, Internet Access, Microwave, Patio, Refrigerator
Air Conditioning, Coffee Maker, Internet Access, Microwave, Patio, Refrigerator
Activities:
Biking, Hiking, Museums, Snow Skiing, Swimming, Tennis
Biking, Hiking, Museums, Snow Skiing, Swimming, Tennis
Vacation Bed & Breakfast Description:
description:The Cottage is in the heart of the cultural Berkshire Hills: across the street from Naumkeag House Museum, one block from The Marian's Congregation, 3 miles from Tanglewood Music Festival, I Mile from The Berkshire Theater Festival, The Mission House, and the Red Lion Inn, minutes from The Norman Rockwell Museum. Close to swimming, skiing, and tennis courts.;
description:The Cottage is in the heart of the cultural Berkshire Hills: across the street from Naumkeag House Museum, one block from The Marian's Congregation, 3 miles from Tanglewood Music Festival, I Mile from The Berkshire Theater Festival, The Mission House, and the Red Lion Inn, minutes from The Norman Rockwell Museum. Close to swimming, skiing, and tennis courts.;
Nightly rate
Property type
Vacation Home
Bedrooms
4
Sleeps
8
Bathrooms
2.5
Amenities:
BBQ, Cable/Satellite TV, Coffee Maker, DVD Player, Dishwasher, Fireplace, Full kitchen, Internet Access, Lakefront, Laundry, Linens, Microwave, No Pets, Non-Smoking, TV, Utensils, VCR
BBQ, Cable/Satellite TV, Coffee Maker, DVD Player, Dishwasher, Fireplace, Full kitchen, Internet Access, Lakefront, Laundry, Linens, Microwave, No Pets, Non-Smoking, TV, Utensils, VCR
Activities:
Boating, Fishing, Golf, Horseback Riding, Restaurants, Swimming, Tennis, Windsurfing
Boating, Fishing, Golf, Horseback Riding, Restaurants, Swimming, Tennis, Windsurfing
Vacation Home Description:
description:Lake Front with 40 foot screened in porch. 4 bed rooms 2 1/2 baths.Fully equiped kitchen and linens, Large living room dining room, high ceilings and 8 foot stone fireplace, 20 minutes from Tanglewood, 25 minutes from Jacobs Pillow. Large grassy field, Children Friendly Horse and Stable on the property. 30foot dock and row boat and lots more. Owner last updated on 3/22/08 Nights Not Available ;
description:Lake Front with 40 foot screened in porch. 4 bed rooms 2 1/2 baths.Fully equiped kitchen and linens, Large living room dining room, high ceilings and 8 foot stone fireplace, 20 minutes from Tanglewood, 25 minutes from Jacobs Pillow. Large grassy field, Children Friendly Horse and Stable on the property. 30foot dock and row boat and lots more. Owner last updated on 3/22/08 Nights Not Available ;
Nightly rate
Property type
Bed & Breakfast
Bedrooms
3
Sleeps
3
Bathrooms
-
Amenities:
Air Conditioning, Phone
Air Conditioning, Phone
Activities:
Biking
Biking
Vacation Bed & Breakfast Description:
description:The Whitney House is located in the heart of historic Stockbridge, Massachusetts and offers a sophisticated country charm as well as the culture of summertime in the Berkshires. Accommodations 3 guest accommodations. Below are the pictures of Master Bedroom. A Master Bedroom at Whitney House, Stockbridge, MA A Master Bedroom at Whitney House, Stockbridge, MA Amenities Historic charm, Country sophistication. The Whitney House will surround you with period antiques that mirror it's history. Warm and Inviting 70 gallon claw foot bathtubs. Imported Frech toiletries. Antique comforters. Airconditioning. Bicycles for guest use. Afternoon wine and cheese. Concierge service. out01.jpg (26140 bytes) out02.jpg (26308 bytes) parlor02.jpg (16938 bytes) Meals Breakfast is included in a room rate. Freshly prepared gourmet breakfast is served on our lovely, antique, Wedgewood china each morning. Special dietary needs observed.;
description:The Whitney House is located in the heart of historic Stockbridge, Massachusetts and offers a sophisticated country charm as well as the culture of summertime in the Berkshires. Accommodations 3 guest accommodations. Below are the pictures of Master Bedroom. A Master Bedroom at Whitney House, Stockbridge, MA A Master Bedroom at Whitney House, Stockbridge, MA Amenities Historic charm, Country sophistication. The Whitney House will surround you with period antiques that mirror it's history. Warm and Inviting 70 gallon claw foot bathtubs. Imported Frech toiletries. Antique comforters. Airconditioning. Bicycles for guest use. Afternoon wine and cheese. Concierge service. out01.jpg (26140 bytes) out02.jpg (26308 bytes) parlor02.jpg (16938 bytes) Meals Breakfast is included in a room rate. Freshly prepared gourmet breakfast is served on our lovely, antique, Wedgewood china each morning. Special dietary needs observed.;
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Lenox, MA (199)
Great Barrington, MA (91)
Lee, MA (88)
Stockbridge, MA (75)
Berkshire, MA (37)
Sandisfield, MA (36)
Sheffield, MA (36)
Becket, MA (35)
Williamstown, MA (35)
Norfolk, CT (30)
South Lee, MA (27)
Hancock, MA (24)
Granby, CT (21)
Lakeville, CT (21)
North Adams, MA (17)
South Egremont, MA (16)
West Stockbridge, MA (16)
Pine Meadow, CT (12)
Richmond, MA (12)
Goshen, CT (11)
Monterey, MA (11)
Westfield, MA (11)
Barkhamsted, CT (10)
Riverton, CT (10)
Tyringham, MA (10)
Canaan, CT (7)
Cheshire, MA (7)
Falls Village, CT (7)
Housatonic, MA (7)
Lanesboro, MA (7)
Mill River, MA (7)
Southwick, MA (7)
New Hartford, CT (6)
Otis, MA (6)
Salisbury, CT (6)
Adams, MA (5)
Dalton, MA (4)
East Canaan, CT (4)
Windsor, MA (4)
Winsted, CT (4)
Blandford, MA (3)
East Otis, MA (3)
Granville, MA (3)
North Egremont, MA (3)
Taconic, CT (3)
Hinsdale, MA (2)
Southfield, MA (2)
West Becket, MA (2)
Ashley Falls, MA (1)
Winchester Center, CT (1)
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