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South Deerfield Holiday Rentals

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Holiday Rentals in South Deerfield

1 bedroom, desk, iron/ironing board, free WiFi
Luxe new construction with historic charm. Close to private schools and colleges
9.8 out of 10, Exceptional, (6)
"The house was super clean and cute! Had everything you could need for a weekend. Close to breakfast, lunch and dinner spots. Overall enjoyed our stay!"
Luxe new construction with historic charm. Close to private schools and colleges
Fridge, microwave, oven, stovetop
Quiet Neighborhood, For Bird Lovers
10.0 out of 10, Exceptional, (41)
"Clean quiet mother in law type unit attached to the main dwelling. The hosts were friendly and attentive to any needs, of which there were very few. Fridge was stocked with milk, eggs, butter, English muffins and bagels. Also beer and some juice. Fresh fruit on the table. We had a wonderful stay."
Quiet Neighborhood, For Bird Lovers
Smart TV, fireplace, printers
Cozy Valley View Post & Beam Villa!
10.0 out of 10, Exceptional, (1)
"This was a family reunion of young adults and their parents. Everyone loved the house. Very well equipped kitchen. If the weather had been better there are gorgeous views out the back."
Cozy Valley View Post & Beam Villa!
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Fridge, microwave, oven, stovetop
Cozy apartment located in quiet Williamsburg
9.8 out of 10, Exceptional, (34)
"It’s such a cute apartment- I really enjoyed my time there. The property manager gave me all the information I needed, they were very clear and concise. I did not communicate much with the property manager because everything was perfectly fine."
The price is NZ$420
per night
28 May - 29 May
Cozy apartment located in quiet Williamsburg
Exterior
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
9.6 out of 10, Exceptional, (116)
"Another great stay at Hawley. House never disappoints. Weather even cooperated. Thanks Again Lark! Lew"
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Exterior
Bear Creek Cabin
10.0 out of 10, Exceptional, (13)
"Had such a wonderful stay in the beautiful Berkshires at this unique cabin property! Everything was clean and well-maintained. Very rustic and charming. We had a lot of fun by the fire and walking down to the river in the backyard. So many things to do in this area! Hiking, rafting, and dining in the nearby towns! Would definitely return!"
The price is NZ$985
per night
28 May - 29 May
Bear Creek Cabin
Property grounds
The Creation Station is a cozy place so make yourself at home.
10.0 out of 10, Exceptional, (52)
"Wonderful place to stay, had a great time lots of instruments to try, had lots of space to spread out and hangout, the hot tub was very nice and clean. Overall had a fantastic stay the lighted walkway is amazing! All the amenities available where also great, Jon was a great host and we had a great time speaking with him!"
The price is NZ$394
per night
28 May - 29 May
The Creation Station is a cozy place so make yourself at home.
Terrace/patio
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
9.8 out of 10, Exceptional, (81)
"Comfortable and convenient"
The price is NZ$339
per night
28 May - 29 May
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Exterior
Cozy Cottage Along Idyllic Green River
10.0 out of 10, Exceptional, (33)
"Charming house with everything we needed!"
Cozy Cottage Along Idyllic Green River
2 bedrooms, iron/ironing board, Internet, bed sheets
Easthampton Vacation Rental - Walk to Breweries!
9.4 out of 10, Exceptional, (3)
"This is one of the best properties in the Pioneer Valley for the price. Comfortable, clean, and central. The team at Evolve and the local property manager are incredibly kind and responsive. Check-in was flawless and our stay was an absolute 10/10 from top to bottom. Keep in mind this property does have stairs to get to the bathroom and bedrooms, but the double railings made it a breeze for my elderly parents. The location is unbeatable, so many things to do within a five minute walk from the...
Easthampton Vacation Rental - Walk to Breweries!
Golf
Hadley Amherst Location.Explore the Valley Colleges!
10.0 out of 10, Exceptional, (123)
"Stayed a week for out-of-town work wonderful host great place would defiantly go back. Thank you for letting us use your home. Marc"
Hadley Amherst Location.Explore the Valley Colleges!
Fridge, microwave, oven, stovetop
comfort, luxury, privacy
9.8 out of 10, Exceptional, (49)
"The hosts of this property were very responsive even before my arrival, answering questions quickly. The property is easy to access and walking distance from a lovely breakfast spot/market. Their thoughtfulness in leaving snacks for travelers was a lovely touch. It felt like a home away from home -- clean, warm and comfortable!"
comfort, luxury, privacy
Property grounds
Hilltown Nest is a wonderful place for family and friends to gather.
10.0 out of 10, Exceptional, (12)
"The entire property was spotlessly clean everywhere.Very well equipped. We didn’t even use the whole house it was so big. Comfortable beds, lots of towels, toilet roll, shampoo etc. Well equipped kitchen. Big grill, lovely terrace with table and lots of chairs. Nice fire pit. Basically everything you need for a perfect countryside getaway at a very reasonable price. Thank you very much."
Hilltown Nest is a wonderful place for family and friends to gather.
Fridge, microwave, stovetop, coffee/tea maker
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!
10.0 out of 10, Exceptional, (22)
"This property is fairytale cute, so welcoming and relaxing. We had a beautiful stay in Vermont thanks to this location. And there were surprise puppies on site!!!!! Honestly this was the kind of trip that gives you confidence in vacation rentals. Clean, wonderfully decorated, off the beaten path a truly relaxing stay! Go outside at night!!!! We dont have stars like that in the city."
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!
TV, fireplace, DVD player, books
Almost Heaven! Vermont wonderland w/ 25 Acres to Explore--Stunning Views!
9.8 out of 10, Exceptional, (105)
"This is our Vermont favorite! Perched way up among the hills, this affordable and rustic homestead has spectacular views of the region. There is not another home to be seen from the property. The peaceful privacy is a rare find. Without the light pollution of a city, the stars glow so brightly in the night sky. We loved the spacious deck, whirlpool tub, fire pit, and wood burning stove. Dogs love running around the acreage. Home is clean and comfortable. Fast Wifi. It's also great location...
Almost Heaven! Vermont wonderland w/ 25 Acres to Explore--Stunning Views!
Exterior
Etinde House is located ten minutes from Umass, Amherst College, Hampshire mall, Mount Holyoke College and a minute from Hampshire College
6.6 out of 10, (11)
"This house is one of the worst places I have ever stayed. I booked for 13 people and only 2 of the 3 showers worked which they never disclosed to us. The house was a total pigsty. Dirty dishes in the sink. Old food in the fridge. Frozen food in the freezer and the freezer was disgusting with frozen spills that looked like they were there for years. Holes in the walls & doors, burn marks on the counters, dirty table cloth. Bathrooms were filthy. No shades on 90 % of the windows & no curtains at...
The price is NZ$2,710
per night
28 May - 29 May
Etinde House is located ten minutes from Umass, Amherst College, Hampshire mall, Mount Holyoke College and a minute from Hampshire College
Property grounds
Amherst, Perfect Location, UMass, Smith, MHC!
10.0 out of 10, Exceptional, (11)
"We had the most perfect stay during our home renovation. We needed a place last minute, and we couldnt have found a more perfect house. The backyard was perfect for play and the house was super comfortable. We stayed for a week and we loved how easy it was to get to Whole Foods, Target, and Trader Joe’s. As a local, if we ever have friends in the area visiting, I would definitely recommend this VRBO."
Amherst, Perfect Location, UMass, Smith, MHC!
Exterior
Private Suite with a Sweet View. Spacious, close to town, dog friendly
10.0 out of 10, Exceptional, (24)
"A weekend getaway w a lifelong friend. We greatly enjoyed the beautiful view, sitting by the big windows in the morning, sipping coffee and catching up. It’s just what we needed. Shelburne Falls has a very nice Main Street (Bridge Street). The Blue Rock restaurant is a high recommend."
Private Suite with a Sweet View. Spacious, close to town, dog friendly
Fridge, dishwasher, coffee/tea maker, cookware/dishes/utensils
Massachusetts Vacation Rental w/ Deck
9.4 out of 10, Exceptional, (10)
"Great property. Easy check in and communication with the owner."
Massachusetts Vacation Rental w/ Deck
Fridge, microwave, stovetop, dishwasher
Granby Home w/ Deck < 1/2 Mi to Aldrich Lake!
9.8 out of 10, Exceptional, (20)
"This was a terrific spot if you're a parent visiting your UMass student. The location was very convenient, plenty of room at the house, good for a group. The pictures on the website accurately depicted the property (not always the case). If our daughter wasn't graduating, we would probably book it again."
Granby Home w/ Deck < 1/2 Mi to Aldrich Lake!
Don't see what you're looking for?
See all available properties in South Deerfield
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in South Deerfield you may be interested in

In-room safe, desk, laptop workspace, blackout curtains
Red Roof Inn PLUS+ South Deerfield – Amherst
2.5 star property
7.4 out of 10, Good, (1005)
"Staff was friendly, BR was handicap accessible and easy access to outdoor space for my dog. Coffee was good also."
The price is NZ$201
per night
28 May - 29 May
Red Roof Inn PLUS+ South Deerfield – Amherst
1 bedroom, desk, iron/ironing board, free WiFi
Luxe new construction with historic charm. Close to private schools and colleges
9.8 out of 10, Exceptional, (6)
"The house was super clean and cute! Had everything you could need for a weekend. Close to breakfast, lunch and dinner spots. Overall enjoyed our stay!"
Luxe new construction with historic charm. Close to private schools and colleges
Fridge, microwave, oven, stovetop
Quiet Neighborhood, For Bird Lovers
10.0 out of 10, Exceptional, (41)
"Clean quiet mother in law type unit attached to the main dwelling. The hosts were friendly and attentive to any needs, of which there were very few. Fridge was stocked with milk, eggs, butter, English muffins and bagels. Also beer and some juice. Fresh fruit on the table. We had a wonderful stay."
Quiet Neighborhood, For Bird Lovers
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our South Deerfield holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up South Deerfield. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in South Deerfield. Seeing all the best attractions is bound to make you fall in love with South Deerfield. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in South Deerfield short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in South Deerfield?

Yes, there are holiday rentals close to the most popular sights in South Deerfield, or you can select a more secluded option if you're looking for a relaxing stay. Discover why South Deerfield is known for its shops. Make sure you have time to check out the gardens while you're in the area.

What are some of the best holiday rentals that South Deerfield has to offer?

Luxe new construction with historic charm. Close to private schools and colleges: This highly rated holiday home rental in South Deerfield offers a fireplace, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What’s there to see and do in South Deerfield?

Connecticut River and Mount Sugarloaf State Reservation are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Eaglebrook School and Deerfield Academy.

What’s a holiday rental in South Deerfield like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in South Deerfield. Holiday rentals feature amenities such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for a small group gathering.

Recent reviews of South Deerfield properties
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