Vacation Rentals Hillsdale, NY
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Showing 34 Vacation Rentals from Hillsdale, NY
Hillsdale, NY Vacation Rentals:
Nightly rate
135 USD to 165 USD
Property type
Bed & Breakfast
Bedrooms
-
Sleeps
-
Bathrooms
-
Amenities:
-
-
Activities:
Hiking, Snow Skiing
Hiking, Snow Skiing
Vacation Bed & Breakfast Description:
-
-
Nightly rate
95 USD to 185 USD
Property type
Bed & Breakfast
Bedrooms
-
Sleeps
-
Bathrooms
-
Amenities:
Air Conditioning, Fireplace, Non-Smoking, Patio, Phone, Refrigerator, TV
Air Conditioning, Fireplace, Non-Smoking, Patio, Phone, Refrigerator, TV
Activities:
Golf, Hiking, Snow Skiing, Swimming, Tennis
Golf, Hiking, Snow Skiing, Swimming, Tennis
Vacation Bed & Breakfast Description:
-
-
Nightly rate
Property type
Bed & Breakfast
Bedrooms
-
Sleeps
-
Bathrooms
-
Amenities:
Fireplace
Fireplace
Activities:
Biking, Golf, Hiking, Horseback Riding, Hunting, Museums, Restaurants, Snow Skiing, Snowboarding
Biking, Golf, Hiking, Horseback Riding, Hunting, Museums, Restaurants, Snow Skiing, Snowboarding
Vacation Bed & Breakfast Description:
description:Within 25 minutes of our door, you can enjoy the magnificent music all summer at Tanglewood in Lennox, MA, or closer by, you can experience fine acting at Great Barringtonâs Berkshire Theatre or Shakespeare & Company. Visit the Norman Rockwell Museum in Stockbridge, MA, or spend an afternoon at the Shaker Museums, Library and Villages in both Massachusetts and New York. Dine at one of our many excellent restaurants, including Aubergine located in the heart of town. Columbia Countyâs own Grey Fox and Falc... ;
description:Within 25 minutes of our door, you can enjoy the magnificent music all summer at Tanglewood in Lennox, MA, or closer by, you can experience fine acting at Great Barringtonâs Berkshire Theatre or Shakespeare & Company. Visit the Norman Rockwell Museum in Stockbridge, MA, or spend an afternoon at the Shaker Museums, Library and Villages in both Massachusetts and New York. Dine at one of our many excellent restaurants, including Aubergine located in the heart of town. Columbia Countyâs own Grey Fox and Falc... ;
Nightly rate
145 USD to 285 USD
Property type
Bed & Breakfast
Bedrooms
5
Sleeps
5
Bathrooms
4
Amenities:
Fireplace, Phone, Smoking OK, Swimming Pool
Fireplace, Phone, Smoking OK, Swimming Pool
Activities:
Biking, Bird watching, Boating, Canoeing, Fishing, Hiking, Horseback Riding, Hunting, Kayaking, Sailing, Shopping, Sightseeing, Snow Skiing, Swimming, Tennis, Watersports, Zoo
Biking, Bird watching, Boating, Canoeing, Fishing, Hiking, Horseback Riding, Hunting, Kayaking, Sailing, Shopping, Sightseeing, Snow Skiing, Swimming, Tennis, Watersports, Zoo
Vacation Bed & Breakfast Description:
description:The Bell House, located in the rolling hills of the Columbia County, is a large 19th century home which was in the Bell family for generations. Carefully restored in recent times, the house offers the guest a rural setting of picturesque charm. Warm and gracious, the house has comfortable rooms furnished with antiques, as well as modern amenities. Set on 4 acres overlooking beautiful perennial gardens, mature plantings and stately trees, guests can enjoy the swimming pool on a hot summer day or relax on the wrap-around porch or the brick terrace behind the house. One can stroll to town or walk or bicycle on nearby lanes and trails or visit nearby Berkshire County and Northern Connecticut attactions. You can relax by the fireplace, read a book, play the piano or listen to music on a cool autumn or winter night in the comfortable living room. Choose from five lovely bedrooms, tastefully decorated with antique decor. Full gourmet breakfast is served between 8 and 10a.m. in our gracious dining room.;
description:The Bell House, located in the rolling hills of the Columbia County, is a large 19th century home which was in the Bell family for generations. Carefully restored in recent times, the house offers the guest a rural setting of picturesque charm. Warm and gracious, the house has comfortable rooms furnished with antiques, as well as modern amenities. Set on 4 acres overlooking beautiful perennial gardens, mature plantings and stately trees, guests can enjoy the swimming pool on a hot summer day or relax on the wrap-around porch or the brick terrace behind the house. One can stroll to town or walk or bicycle on nearby lanes and trails or visit nearby Berkshire County and Northern Connecticut attactions. You can relax by the fireplace, read a book, play the piano or listen to music on a cool autumn or winter night in the comfortable living room. Choose from five lovely bedrooms, tastefully decorated with antique decor. Full gourmet breakfast is served between 8 and 10a.m. in our gracious dining room.;
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
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
Vacation Home
Bedrooms
1
Sleeps
4
Bathrooms
1
Amenities:
-
-
Activities:
-
-
Vacation Home Description:
description:The Pines by Evrentals Ma 1 Bedroom/1 Bathroom Condo Bedding Configuration: Unit bedding varies. Ma...;
description:The Pines by Evrentals Ma 1 Bedroom/1 Bathroom Condo Bedding Configuration: Unit bedding varies. Ma...;
Nightly rate
Property type
Bed & Breakfast
Bedrooms
-
Sleeps
-
Bathrooms
-
Amenities:
-
-
Activities:
Snow Skiing
Snow Skiing
Vacation Bed & Breakfast Description:
description:Located 2 miles East of Hillsdale off Route 23 on the New York and Massachusetts border in the valley of Catamount Ski Area ;
description:Located 2 miles East of Hillsdale off Route 23 on the New York and Massachusetts border in the valley of Catamount Ski Area ;
Nightly rate
130 USD to 275 USD
Property type
Bed & Breakfast
Bedrooms
-
Sleeps
-
Bathrooms
-
Amenities:
Air Conditioning, Alarm Clock, Balcony, Fireplace, Hot Tub, Jacuzzi, No Pets, Non-Smoking, Phone, TV, VCR
Air Conditioning, Alarm Clock, Balcony, Fireplace, Hot Tub, Jacuzzi, No Pets, Non-Smoking, Phone, TV, VCR
Activities:
Historical Sites, Massage, Museums, Snow Skiing, Swimming, Tennis
Historical Sites, Massage, Museums, Snow Skiing, Swimming, Tennis
Vacation Bed & Breakfast Description:
description:Shaded by ancient sugar maples above a meadow where Cranse Creek flows into the Green River, the Inn â now in its sixteenth year â is located in the Hudson River Valley, in the foothills of the Berkshires, a great starting point for a wide variety of activities and events, including not only Tanglewood and the area's exploding cultural scene but also museums and historic sites such as the Norman Rockwell Museum, Hancock Shaker Village, Mass MoCA, Olana, Naumkeag, Clermont and Lindenwald. ;
description:Shaded by ancient sugar maples above a meadow where Cranse Creek flows into the Green River, the Inn â now in its sixteenth year â is located in the Hudson River Valley, in the foothills of the Berkshires, a great starting point for a wide variety of activities and events, including not only Tanglewood and the area's exploding cultural scene but also museums and historic sites such as the Norman Rockwell Museum, Hancock Shaker Village, Mass MoCA, Olana, Naumkeag, Clermont and Lindenwald. ;
Nightly rate
120 USD to 265 USD
Property type
Bed & Breakfast
Bedrooms
7
Sleeps
7
Bathrooms
4
Amenities:
Air Conditioning, Ceiling fans, DVD Player, Fireplace, Hot Tub, Jacuzzi, Non-Smoking, Phone, Screened porch, TV, VCR
Air Conditioning, Ceiling fans, DVD Player, Fireplace, Hot Tub, Jacuzzi, Non-Smoking, Phone, Screened porch, TV, VCR
Activities:
Canoeing, Fishing, Golf, Hiking, Horseback Riding, Kayaking, Museums, Restaurants, Shopping, Snow Skiing, Tennis, Watersports
Canoeing, Fishing, Golf, Hiking, Horseback Riding, Kayaking, Museums, Restaurants, Shopping, Snow Skiing, Tennis, Watersports
Vacation Bed & Breakfast Description:
description:This property has been featured in Gourmet, New York Magazine, The New York Times, The Los Angeles Times, The South Florida Sun Sentinel, Traditional Home Magazine, Martha Stewart Living. ;
description:This property has been featured in Gourmet, New York Magazine, The New York Times, The Los Angeles Times, The South Florida Sun Sentinel, Traditional Home Magazine, Martha Stewart Living. ;
Nightly rate
105 USD to 275 USD
Property type
Vacation Home
Bedrooms
4
Sleeps
7
Bathrooms
2
Amenities:
Air Conditioning, Non-Smoking, Phone
Air Conditioning, Non-Smoking, Phone
Activities:
Biking, Hiking, Horseback Riding, Shopping
Biking, Hiking, Horseback Riding, Shopping
Vacation Home Description:
description:Come and spend your time relaxing by the River, viewing the foliage across the expansive Valley, admiring the mountain range views, or strolling through charming New England Towns. This completely remodeled 4 bedroom + 2 full bath colonial is very welcoming, and is located in a desirable area, just over the CT and MA border, in the foothills of the Berkshires of Hillsdale,NY. Expansive rear yard, deck and 4 seasons Pine Wine/Bar room with panoramic views overlooking the river stocked wit... ;
description:Come and spend your time relaxing by the River, viewing the foliage across the expansive Valley, admiring the mountain range views, or strolling through charming New England Towns. This completely remodeled 4 bedroom + 2 full bath colonial is very welcoming, and is located in a desirable area, just over the CT and MA border, in the foothills of the Berkshires of Hillsdale,NY. Expansive rear yard, deck and 4 seasons Pine Wine/Bar room with panoramic views overlooking the river stocked wit... ;
Nightly rate
95 USD to 125 USD
Property type
Bed & Breakfast
Bedrooms
3
Sleeps
6
Bathrooms
-
Amenities:
Non-Smoking, Patio, Sauna, Swimming Pool, TV, VCR
Non-Smoking, Patio, Sauna, Swimming Pool, TV, VCR
Activities:
Biking, Boating, Canoeing, Fishing, Golf, Hiking, Horseback Riding, Hunting, Ice Skating, Kayaking, Sailing, Shopping, Snow Skiing, Swimming, Tennis, Watersports
Biking, Boating, Canoeing, Fishing, Golf, Hiking, Horseback Riding, Hunting, Ice Skating, Kayaking, Sailing, Shopping, Snow Skiing, Swimming, Tennis, Watersports
Vacation Bed & Breakfast Description:
description:The Bell House, Hillsdale, New York, is located in the rolling beauty of the Taconic Mountains. Set on four acres, the carefully restored house offers three guestrooms and a swimming pool. ;
description:The Bell House, Hillsdale, New York, is located in the rolling beauty of the Taconic Mountains. Set on four acres, the carefully restored house offers three guestrooms and a swimming pool. ;
Nightly rate
800 USD
Property type
Vacation Home
Bedrooms
5
Sleeps
6
Bathrooms
3
Amenities:
Air Conditioning, Cable/Satellite TV, DVD Player, Dishwasher, Fireplace, Freezer, Garage, Hot Tub, Internet Access, Laundry, Microwave, Oven, Phone, Sauna, Smoking OK, Swimming Pool, TV
Air Conditioning, Cable/Satellite TV, DVD Player, Dishwasher, Fireplace, Freezer, Garage, Hot Tub, Internet Access, Laundry, Microwave, Oven, Phone, Sauna, Smoking OK, Swimming Pool, TV
Activities:
Beach, Golf, Hiking, Shopping, Snow Skiing, Swimming
Beach, Golf, Hiking, Shopping, Snow Skiing, Swimming
Vacation Home Description:
description:This home is available throughout the year. Ideally 1 month minimum stay but can be flexible. Does not include utilities, i.e. electric, phone, pool/spa maintainance, internet, cable TV, etc... ;
description:This home is available throughout the year. Ideally 1 month minimum stay but can be flexible. Does not include utilities, i.e. electric, phone, pool/spa maintainance, internet, cable TV, etc... ;
Nightly rate
75 USD to 145 USD
Property type
Bed & Breakfast
Bedrooms
-
Sleeps
-
Bathrooms
2
Amenities:
Air Conditioning, Fireplace, Non-Smoking, Patio, TV, VCR
Air Conditioning, Fireplace, Non-Smoking, Patio, TV, VCR
Activities:
Biking, Hiking, Shopping, Snow Skiing
Biking, Hiking, Shopping, Snow Skiing
Vacation Bed & Breakfast Description:
description:Shaded by ancient sugar maples, this charming 1830 side-hall colonial sits in a rural setting overlooking perennial gardens, meadow and woods in Columbia County, NY. Antique appointed guest rooms. Scrumptious full breakfasts described as feats by NY Times. 20 minutes to Tanglewood in the Berkshires. Fireplace in living room. ;
description:Shaded by ancient sugar maples, this charming 1830 side-hall colonial sits in a rural setting overlooking perennial gardens, meadow and woods in Columbia County, NY. Antique appointed guest rooms. Scrumptious full breakfasts described as feats by NY Times. 20 minutes to Tanglewood in the Berkshires. Fireplace in living room. ;
Nightly rate
110 USD to 255 USD
Property type
Bed & Breakfast
Bedrooms
-
Sleeps
-
Bathrooms
-
Amenities:
Air Conditioning, Alarm Clock, Balcony, Fireplace, Hot Tub, Jacuzzi, No Pets, Non-Smoking, Phone, TV, VCR
Air Conditioning, Alarm Clock, Balcony, Fireplace, Hot Tub, Jacuzzi, No Pets, Non-Smoking, Phone, TV, VCR
Activities:
Historical Sites, Massage, Museums, Snow Skiing, Swimming, Tennis
Historical Sites, Massage, Museums, Snow Skiing, Swimming, Tennis
Vacation Bed & Breakfast Description:
description:Shaded by ancient sugar maples above a meadow where Cranse Creek flows into the Green River, the Inn ââ¬â now in its sixteenth year ââ¬â is located in the Hudson River Valley, in the foothills of the Berkshires, a great starting point for a wide variety of activities and events, including not only Tanglewood and the area's exploding cultural scene but also museums and historic sites such as the Norman Rockwell Museum, Hancock Shaker Village, Mass MoCA, Olana, Naumkeag, Clermont and Lindenwald. ;
description:Shaded by ancient sugar maples above a meadow where Cranse Creek flows into the Green River, the Inn ââ¬â now in its sixteenth year ââ¬â is located in the Hudson River Valley, in the foothills of the Berkshires, a great starting point for a wide variety of activities and events, including not only Tanglewood and the area's exploding cultural scene but also museums and historic sites such as the Norman Rockwell Museum, Hancock Shaker Village, Mass MoCA, Olana, Naumkeag, Clermont and Lindenwald. ;
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Wassaic, NY (425)
Hudson, NY (91)
Rhinebeck, NY (88)
Red Hook, NY (64)
New Paltz, NY (45)
Chelsea, NY (41)
Hillsdale, NY (34)
Stanfordville, NY (33)
Hyde Park, NY (27)
Austerlitz, NY (17)
Highland, NY (16)
Cornwall, NY (14)
Milton, NY (14)
Montgomery, NY (13)
Gardiner, NY (12)
Amenia, NY (11)
Newburgh, NY (11)
Stuyvesant, NY (10)
Copake, NY (9)
Holmes, NY (8)
Kinderhook, NY (8)
Pine Bush, NY (8)
Athens, NY (7)
Millbrook, NY (7)
Pawling, NY (7)
Hopewell Junction, NY (6)
Pine Plains, NY (6)
Salisbury Mills, NY (6)
Germantown, NY (5)
Millerton, NY (5)
Walden, NY (5)
Chatham, NY (4)
Dover Plains, NY (4)
East Chatham, NY (4)
Spencertown, NY (4)
Wallkill, NY (4)
Brainard, NY (3)
Clinton Corners, NY (3)
Fishkill, NY (3)
Ghent, NY (3)
Valatie, NY (3)
Craryville, NY (2)
New Windsor, NY (2)
Plattekill, NY (2)
Wappingers Falls, NY (2)
Ancram, NY (1)
Chatham Center, NY (1)
Coxsackie, NY (1)
Lagrangeville, NY (1)
Marlboro, NY (1)
Old Chatham, NY (1)
Patterson, NY (1)
Walker Valley, NY (1)
Wappinger, NY (1)
How to get there:
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