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Vacation Rentals in Deerfield, MA and nearby

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

From
$140
Per Night
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1 / 19
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West Halifax, VT
2 Bedrooms, 2 Bathrooms, Sleeps 4
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From
$255
Per Night
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1 / 32
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New Salem
4 Bedrooms, 3 Bathrooms, Sleeps 14
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Details Reviews (3) Make Inquiry
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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From
$200
Per Night
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1 / 7
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Greenfield
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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
$189
Per Night
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1 / 28
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Northampton
1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Air Conditioning
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Light, airy, tasteful, contemporary and comfortable 5 room apartment with kitchen, dining room, living room with fireplace, den/study, bedroom with queen size platform bed. Bathroom has claw foot tub for showers or bath. Private garage bay. Keyless apartment entry. Ten minute walk to downtown... 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
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • 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
$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
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Grill
  • Housekeeping...
  • Internet Access
  • Mountain Views
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • 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
$125
Per Night
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1 / 5
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Guilford, VT
2 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
Details Reviews (4) Make Inquiry
Amenities & Details
  • Grill
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
If you want to get away from the hustle and bustle of our technologically driven lives and slow down, breath and relax, our cabin is the perfect place for you. No phones, television or internet, just a nice comfortable and affordable country log cabin nestled in the foothills of the Green... View all property information
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5 of 5 stars Reviewed July 25, 2014
My boyfriend and I had the pleasure of staying at this beautiful cabin a couple of weeks ago and honestly, I can't say enough good things about it! For starters, it is gorgeous...
5 of 5 stars Reviewed May 30, 2014
The word "cabin" doesn't do this property justice. It is actually a comfortable two bedroom log home which is immaculate and well secluded. There is no internet service (who needs...
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From
$225
Per Night
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1 / 12
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Hatfield
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Internet Access
  • Water Views
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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
$200
Per Night
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1 / 14
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Hatfield
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
  • Water Views
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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
$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
  • Air Conditioning
  • Dryer
  • Internet Access
  • Mountain Views
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • 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
$115
Per Night
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1 / 35
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Charlemont
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (101) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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 December 31, 2014
My mother, my dog and I spent the weekend following Christmas at the Cavalier Cottage. We all had an amazing time. The B&B is located close to a few state parks, hiking, and a...
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...
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From
$175
Per Night
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1 / 8
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Guilford, VT
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (5) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Hot Tub
  • Internet Access
  • Mountain Views
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Schoolhouse No. 10 is a fully renovated 18th century schoolhouse in scenic southern Vermont. Located on a country road in a very special neighborhood, the Schoolhouse offers a romantic private getaway for one or two couples, or a creative art spa for friends who want to come share an historic... View all property information
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5 of 5 stars Reviewed October 25, 2014
A beautifully restored schoolhouse with abundant charm. The owners Susan and Gilbert are genuinely the nicest people you could meet. The refrigerator was stocked with farm fresh...
5 of 5 stars Reviewed October 7, 2013
My husband and I just returned from a glorious fall weekend in VT. Schoolhouse No. 10 is situated on a quiet country dirt road and far exceeded all expectations. The Schoolhouse...
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From
$135
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
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
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
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • 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
$432
Per Night
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1 / 8
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Charlemont
5 Bedrooms, 3 Bathrooms, Sleeps 14
Bookings
Details Make Inquiry
Amenities & Details
  • Grill
  • Internet Access
  • Mountain Views
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
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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From
$250
Per Night
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1 / 7
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West Halifax, VT
4 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
• 19th Century Farmhouse with beautiful mature gardens • 24 Park like acres - woods and streams • Short drive to Marlboro Music Festival • Close to Brattleboro (10 miles) located in the Village of West Halifax • House has 4 bedrooms - 2 master bedrooms with Queen Beds • 2 Additional Bedrooms... View all property information
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5 of 5 stars Reviewed January 16, 2015
We rented this house to be close to Mount Snow so our boys could spend their vacation snowboarding. The house was as beautiful as described. The rooms were charming and...
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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
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • 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
$510
Per Night
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1 / 27
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Williamsburg
4 Bedrooms, 3 Bathrooms, Sleeps 10
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Fireplace
  • Internet Access
  • Mountain Views
  • Safe
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Flower Hill Farm Retreat is housed within a 1790 farmhouse and studio situated on an east facing hillside fifteen minutes west of Northampton, Massachusetts. You can rent the entire retreat or separate apartments. See Rates below in this write up. Rambling organic gardens, fields and forest... 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
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • 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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Suitability

  • Wheelchair access (3)
  • Elder access (13)
  • Suitable for children (5)
  • Pet friendly (6)
  • Smoking allowed (0)

Amenities

  • Internet (16)
  • Other outdoor space (16)
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  • Air Conditioning (9)
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