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Vacation Rentals in Sunderland, MA and nearby

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All 19 Rentals in the Sunderland Area
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The following rentals are within 20 miles of Sunderland, Massachusetts.

From
$255
Per Night
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1 / 32
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New Salem
4 Bedrooms, 3 Bathrooms, Sleeps 14
Bookings
Details Reviews (3) Make Inquiry
From
$99
Per Night
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1 / 5
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Shelburne
1 Bedroom, 1 Bathroom, Sleeps 2
Booking
Details Reviews (1) Make Inquiry
From
$510
Per Night
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1 / 27
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Williamsburg
4 Bedrooms, 3 Bathrooms, Sleeps 10
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From
$200
Per Night
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1 / 11
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Hatfield
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Satellite TV
  • TV
  • Refrigerator
  • Stove
  • Dryer
  • Microwave
  • Deck
  • Fireplace
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Very unique apartments in beautifully restored 19th-century grist mill with private dam and waterfall, available for daily, weekly or monthly stays. As little as $76/night for longer stays, and additional days are prorated based on weekly/monthly rate. All utilities, WiFi and cable included, and... View all property information
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From
$250
Per Night
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1 / 11
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Hatfield
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Guest Count
  • Number Of Bedrooms
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Very unique apartment in beautifully restored 19th-century grist mill with private dam and waterfall, available for daily, weekly or monthly stays. As little as $86/night for longer stays, and additional days are prorated based on weekly/monthly rate. All utilities, WiFi and cable included, and... View all property information
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From
$130
Per Night
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1 / 13
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Conway
2 Bedrooms, 1 Bathroom, Sleeps 3
Bookings
Details Reviews (9) Make Inquiry
Amenities & Details
  • Dryer
  • Parking
  • Air Conditioning
  • Refrigerator
  • Deck
  • Washer
  • DVD Player
  • Playground
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Welcome to our beautiful home in Western Massachusetts! We built this post and beam home 14 years ago, high on a hill, overlooking our pasture with our beloved four-legged farm friends...and yes, we have goats. There are no neighbors in sight, though some are nearby. We are on a quiet rural road,... View all property information
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5 of 5 stars Reviewed November 17, 2014
I don't have words to described my stay in this place. I was looking for peace and quiet and I found them there. Thanks to John and Pixie for making my stay a peaceful one. I was...
5 of 5 stars Reviewed August 28, 2014
My wife and I just stayed here for our anniversary. Wish we had been able to stay longer! John & Pixie were great! Perfect location. Loved the decor! Close to Shelburne Falls...
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From
$212
Per Night
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1 / 23
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Plainfield
3 Bedrooms, 2 Bathrooms, Sleeps 10
Bookings
Details Reviews (16) Make Inquiry
Amenities & Details
  • Patio
  • Refrigerator
  • Fireplace
  • Parking
  • TV
  • Dishwasher
  • Garage
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
Experience a Berkshire get-away in this huge secluded luxury modern house. It's the only house that is surrounded by 10,000 Acres of protected Hawley State forest. Escape from headaches and the rat race. No cell phone reception here! But we have WiFi and a house phone. We like to define our country... View all property information
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3 of 5 stars Reviewed August 25, 2014
The home and grounds were lovely but need some updating,and a good cleaning. Location was secluded with plenty of forest and hiking trails, and a scenic lake for fishing. The...
5 of 5 stars Reviewed May 29, 2014
We all thoroughly enjoyed our long weekend at this lovely house. It was spacious, well situated, and well equipped. We were sorry our stay was so short, and the time in the...
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From
$115
Per Night
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1 / 35
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Charlemont
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (100) Make Inquiry
Amenities & Details
  • Stove
  • Washer
  • Dryer
  • Deck
  • Air Conditioning
  • Microwave
  • Stereo System
  • Fax
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Discover Cavalier Cottage B&B, a pet-friendly home away from your home and an attractive alternative to conventional hotels, motels and B&B’s. We warmly welcome visitors who come to this beautiful and diverse area of Western Massachusetts with or without their companion animals. Since opening... View all property information
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5 of 5 stars Reviewed November 26, 2014
Cavalier Cottage is a gem for people and dogs. My family and I were impressed by the amount of detail put into it---- it had everything you can think of- gourmet tea and...
5 of 5 stars Reviewed November 18, 2014
The Cavalier Cottage is a nice, clean and bright studio cottage. Pat is the perfect host, providing us with warm scones and orange juice every morning. She welcomed us and our 2...
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From
$100
Per Night
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1 / 9
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Conway
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (4) Make Inquiry
Amenities & Details
  • Linens Provided
  • Central Heating
  • Deck
  • Local Guides/Maps
  • Dryer
  • Refrigerator
  • Air Conditioning
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
The House in Pumpkin Hollow Bed and Breakfast is nestled in the foothills of the Berkshires in Conway, Masschusetts. It is surrounded by woods. fields, and other historic homes. Ideally situated 6 miles off Route 9, it is close to Northampton, Deerfield, Brattleboro, Amherst and Shelburne Falls.... View all property information
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4 of 5 stars Reviewed August 30, 2014
I travel once a year to various interesting destinations with a best friend and this year we chose this Bed and Breakfast for its proximity to the Berkshires for hiking as well as...
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From
$250
Per Night
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1 / 6
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Cummington
2 Bedrooms, 1 Bathroom, Sleeps 1
Details Make Inquiry
Amenities & Details
  • # Of Bathrooms
  • Mountain Views
  • Refrigerator
  • Deck
  • Toaster
  • Washer
  • Microwave
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Two bedroom lodge located in the lovely hamlet of West Cummington, Massachusetts. West River Lodge is close to all activities and tourist destinations of Western Massachusetts, Tanglewood, Mass MOCA, Northampton, Shelbourne Falls, Williamstown, Mount Greylock. The federally protected West Branch... View all property information
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From
$125
Per Night
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1 / 22
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Hawley
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (5) Make Inquiry
Amenities & Details
  • Grill
  • Parking
  • DVD Player
  • Dryer
  • VCR
  • Washer
  • Microwave
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
3 Bedroom house, know as Flight's End, is for rent by day, weekend, week or month. Great for romantic get away or a family outdoor vacation. Not a party house. Fifteen minutes to Charlemont, Ashfield and Shelburne Falls. House is located on a brook and across the road from a private pond (not... View all property information
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5 of 5 stars Reviewed September 11, 2014
The house was very clean and cozy. Everything was as shown in the pictures. As my friends and I are from the city, we love how quiet the area is. BBQ grill and bonfire were the...
5 of 5 stars Reviewed August 21, 2014
Found this property to be a good one for the three of us. Great price, owner nearby and accessible. Very clean and comfy. Would have appreciated a little more about directions to...
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From
$500
Per Night
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1 / 11
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Shelburne Falls
7 Bedrooms, 3 Bathrooms, Sleeps 14
Booking
Details Reviews (9) Make Inquiry
Amenities & Details
  • TV
  • Dishwasher
  • Grill
  • Microwave
  • Patio
  • Garage
  • Washer
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Our 7 bedroom, 3 bath, redone Federal House is the perfect place for family celebrations, school reunions, wellness, writing, quilting or other special interest gatherings. Your whole group can share our dining area and even enjoy the services of a gourmet chef should you desire. We have 8 quiet... View all property information
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5 of 5 stars Reviewed January 3, 2014
I stayed in this house with a group of about 14 friends from college (we're a few years out) the weekend after Christmas, and we had a great time staying at Susan's place in...
5 of 5 stars Reviewed July 3, 2012
The home was so perfect. Just a short walk to the center of Shelburne Falls, 5 minute drive to rafting outfitters, swimming holes. Huge house with a great kitchen, but you'll...
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From
$135
Per Night
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1 / 9
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Belchertown
3 Bedrooms, 1 Bathroom, Sleeps 8
Bookings
Details Make Inquiry
Amenities & Details
  • Stove
  • Hot Tub
  • Fireplace
  • Refrigerator
  • Washer
  • Microwave
  • Grill
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This is a recently constructed, spacious 3 bedroom 1 1/2 bath home on Lake Holland in Belchertown, Massachusetts. It is close to Amherst, Northampton, and Springfield. Lake Holland is small, deep kettle hole lake that is great for swimming, fishing, non-motorized boats and wildlife watching. It... View all property information
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From
$125
Per Night
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1 / 15
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South Hadley
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Make Inquiry
Amenities & Details
  • # Of Bathrooms
  • Guest Count
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Start and end each day taking in the scenic mountain views from your charming, private 1st floor 1 BR apartment on quiet street 1 mile from MT Holyoke College, 9 restaurants, & 2 theaters and just 8 miles to Hampshire College, and15 to Amherst or Northampton. Relax in front of the over-sized... View all property information
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From
$100
Per Night
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1 / 11
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Greenfield
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Inquiry
Amenities & Details
  • Corporate Bookings
  • Short Term Rentals...
  • Number Of Bedrooms
  • Long Term Rentals...
  • Guest Count
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Lovely one bedroom apartment in our 1895 Victorian home. The space is nicely furnished and has a separate entrance. The living room has a working fireplace with a spacious dining room, basically stocked kitchen and a full bath. The kitchen has pots and pans with coffee and breakfast for the... View all property information
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From
$350
Per Night
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1 / 14
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Northampton
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Microwave
  • Refrigerator
  • Grill
  • Washer
  • Parking
  • Stove
  • Dishwasher
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Beautiful in-town single family home for weekly or extended rental in Northampton’s tranquil Smith College neighborhood. 3 Bedroom, 1.5 bath. Max 6. Great for walking the home is close to town, easy to find, and on a very nice street in a gorgeous part of town. This New England home has original... View all property information
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From
$250
Per Night
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1 / 18
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Colrain
3 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Stove
  • Safe
  • Mountain Views
  • Hairdryer
  • Water Views
  • Outdoor Dining Area
  • Dishwasher
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This eco-friendly, river front home in Colrain, Massachusetts is situated in a slice of rural paradise, yet close to the charming village of Shelburne Falls and year-round recreational activities. The house is situated on 2.9 acres of flatland and wooded path down to the beach edge of the North... View all property information
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From
$200
Per Night
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1 / 7
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Greenfield
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Microwave
  • Porch
  • Washer
  • Parking
  • Dishwasher
  • Deck
  • Grill
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Great neighborhood - 5 min walk to downtown -11 rooms, 3 large BR, 3 full baths Beautiful family-style home, spacious, completely remodeled, and in a great neighborhood; tastefully furnished/decorated throughout with beautiful hardwood floors. 1st floor features a spacious kitchen, living room,... View all property information
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From
$432
Per Night
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1 / 8
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Charlemont
5 Bedrooms, 3 Bathrooms, Sleeps 14
Booking
Details Make Inquiry
Amenities & Details
  • Grill
  • TV
  • Water Views
  • Parking
  • Microwave
  • Refrigerator
  • DVD Player
  • Central Heating
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Hawk Mountain Lodge offers a year-round New England vacation experience! Enjoy comfortable accommodations conveniently located in Charlemont in the northern Berkshires, just 2.5 hours from Boston and 3.5 to 4 hours from New York City. Overlooking the Deerfield River Valley and Berkshire East Ski... View all property information
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Suitability

  • Wheelchair access (2)
  • Elder access (13)
  • Suitable for children (2)
  • Pet friendly (6)
  • Smoking allowed (0)

Amenities

  • Internet (15)
  • Other outdoor space (15)
  • Parking (14)
  • Washer/Dryer (12)
  • Grill (9)
  • View all amenities