Vacation rentals in Deerfield

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Top-rated vacation rentals in Deerfield

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Guest favorite

Apartment in Shelburne Falls

4.98 out of 5 average rating, 485 reviews

In town, newly renovated studio with private deck

Come explore our unique area and stay in a newly renovated, light filled studio with private entrance, secluded deck , kitchenette and bath located in the quaint New England village of Shelburne Falls.We are within easy walking distance to numerous shops, candlepin bowling, Glacial potholes, tennis/basketball courts, Bridge of Flowers, eateries/restaurants, Pothole pictures, groceries, playgrounds, hiking & swimming areas, a natural food store and art galleries.Close to Berkshire East and Zoar!

Dec 18 – 25

$87 per night

Guest favorite

Apartment in Greenfield

4.98 out of 5 average rating, 154 reviews

Historic Greenfield Home: Cozy Private Guest Suite

Bright comfortable guest suite just blocks from lively downtown, yet quiet, private, and easy to park. The suite has one bedroom, one living room, and one newly renovated private bath; firm queen size mattress, crisp clean linens, Apple TV ready for your Netflix login, excellent high-speed wireless, private deck, and coffee bar stocked with coffee, tea, & snacks. You'll park in the rear of the house, and enjoy total privacy with your own entrance, key-code entry door; come and go as you please.

May 6 – 13

$130 per night

Guest favorite

Guesthouse in Northampton

5.0 out of 5 average rating, 271 reviews

Mill River Cottage (pet friendly!)

Welcome to our peaceful and unique urban farm cottage. We are located in historic Florence, Massachusetts (a part of Northampton). While our place is no longer a working farm, the cottage was created many years ago to support the main dwelling. It has been modernized to offer every comfort while maintaining its cozy aesthetic. Free parking & lighted access to the cottage. The cottage is a private space where you can come and go as you please. Relax and unwind or head out to explore the area!

Nov 20 – 27

$105 per night

Guest favorite

Apartment in Shelburne Falls

4.96 out of 5 average rating, 287 reviews

Annies’ Place by The Bridge of Flowers ~

As a guest at Annie’s Place, enjoy access to a tastefully, renovated 3 room apartment, including a fully equipped kitchen, living room, sofa with 2 recliners, a spacious bedroom, walk-in closet, full bath, TV & Internet. There is a seasonal front porch and mudroom for convenience. Meticulously maintained and located in the downtown village area. Simply park and walk to specialty shops, restaurants & the Bridge of Flowers. Shelburne Falls, designated as one of the 15 “Great Places in America.”

Mar 12 – 19

$89 per night

Guest favorite

Cottage in Bernardston

4.88 out of 5 average rating, 285 reviews

Cozy, Quiet Cottage on Country rd 2 mil from I-91

Our quite and comfy home is conveniently located less than 2 miles from I-91, but a 1/4 mile down a country road giving you lots of privacy. The cottage is less than a mile from Crump 'N Fox Golf; 2 miles from Northfield Mount Hermon; 10 minutes from Greenfield & Stoneleigh Burnham; 15 min to Brattleboro, Deerfield Academy, Bement & Eaglebrook; 20 min to UMass, Amherst & Northampton; 30 minutes to Keene NH & Shelburne Falls and 45 min to the Basketball Hall of fame in Springfield & Mt Snow VT.

Dec 13 – 20

$101 per night

Guest favorite

Apartment in Greenfield

4.96 out of 5 average rating, 267 reviews

Mohawk Trail View/ private apt. no cleaning Fee

Apartment: Entrance, bathroom & driveway are all private. Backyard with gas bbq. Kitchenette has microwave, toaster oven, Keurig coffee maker & sink. 2 TV’s one in living room & bedroom. Netflix, Amazon Prime , HBO & Local programs. High speed internet. Bedroom has Queen bed & desk. Apt. Is 2 min's to Rt. 2 Mohawk Trail, Rt. 91, Supermarket, Restaurants & GCC. Less than 5 min's to Greenfield Center. <10 minutes to Deerfield Academy, Bement, Stonleigh. Berkshire East Resort Ski Area 24 minutes.

Jul 24 – 31

$92 per night

Superhost

Guest suite in Montague

4.93 out of 5 average rating, 162 reviews

Great Falls Private Suite

Turners Falls is one of 5 villages in the town of Montague. It's a vibrant, diverse area that runs along the Connecticut River. Our lovingly designed guest suite is situated 17 miles from the UMass Amherst Campus, 8.2 miles from Northfield Mount Hermon, 2 miles from downtown Turners Falls and 2.6 miles from downtown Greenfield. If you are looking for a private and bright suite with beautiful natural light and a modern bohemian feel this guest retreat is for you. I look forward to hosting you!

Jun 2 – 9

$87 per night

Guest favorite

Guest suite in Greenfield

4.95 out of 5 average rating, 146 reviews

Pristine Oasis with Private Bath

Our studio space (250 sq ft) is separate from the main house and located on the outskirts of Greenfield MA. The location provides easy access to downtown, restaurants, shopping areas and Interstate 91. Modern decor, tiled artsy bathroom, lots of garden art, and sweeping views of Berkshire foothills make this a great choice for foliage season, summer recreation and choice winter skiing. Our house is 90 miles west of Boston, 60 miles north of Hartford and a 3-hour drive to the Canadian border.

Mar 11 – 18

$61 per night

Guest favorite

Home in Montague

4.94 out of 5 average rating, 157 reviews

Modern farmhouse close to Montague Retreat Center

This is a fully restored 1880 farmhouse five min. from Montague Retreat Center, 20 min. from Amherst and 25 min. to Northampton. Our house has modern amenities: radiant concrete floors, high end appliances/countertops, a steam shower and 7 ft, radiant heated copper bath tub. Lots of light, open spaces, cathedral ceilings and an outdoor playset for kids. The house is set on 3/4 of an acre with lots of beautiful gardens and is located near Montague Center, where there are restaurants and shops.

Dec 12 – 19

$319 per night

Guest favorite

Loft in Shelburne Falls

4.95 out of 5 average rating, 262 reviews

The Railroad House

The Railroad House is a cute attached converted barn in the village center with parking, private entrance, 2 floors, fridge, microwave, coffee maker, toaster, WiFI, but no television. It is located within just a minute's walk from the famous Bridge of Flowers. Other local attractions include several dining choices from a drugstore soda shop on up to 5-star dining, as well as the country's 2nd oldest bowling alley. On weekends you can often find live music. Train goes by twice/day on average.

Sep 12 – 19

$79 per night

Guest favorite

Guest suite in Sunderland

5.0 out of 5 average rating, 142 reviews

Bright private suite minutes to Five College area

Welcome to our bright, newly renovated suite in the historic Elihu Smith home, built in 1847. Centered on historic S. Main Street in Sunderland, we are minutes from UMass, Amherst, Hadley, Deerfield, and located on the local bus route connecting directly to UMass and Amherst. Ideal for stays of any length of time, for business or pleasure during any time of the year and walking distance to the Millstone market, as well the Bridgeside Café. Suite is professionally cleaned between each stay.

Aug 29 – Sep 5

$78 per night

Guest favorite

Guest suite in Charlemont

4.9 out of 5 average rating, 181 reviews

Unique People & Pet-Welcoming Haven

Your own gracious living space with very well equipped kitchen, private deck, entrance, garden, country roads for dog walks, forests, meadows, mountain streams, stone walls, tranquility. The cottage is attached to the main house but is a "separate" entity and again has its own private entrance as mentioned above. No smoking in the cottage please but on the deck just fine. There is an air purifier that runs 24/7. Wi-Fi signal is strong and reliable. MA Taxpayer ID: 10352662

Feb 21 – 28

$92 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Deerfield vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Deerfield's top sights

Magic Wings Butterfly Conservatory51 locals recommend

Yankee Candle71 locals recommend

Wolfie's Restaurant6 locals recommend

Historic Deerfield46 locals recommend

Bridgeside Grille6 locals recommend

Richardson's Candy Kitchen7 locals recommend

Other great vacation rentals in Deerfield

Guest favorite

Apartment in Vernon

4.96 out of 5 average rating, 132 reviews

Farm land view.

Nov 14 – 21

$86 per night

Guest favorite

Home in Williamsburg

4.99 out of 5 average rating, 157 reviews

Hilltown Studio

Dec 29 – Jan 5

$108 per night

Guest favorite

Cabin in Sunderland

4.94 out of 5 average rating, 113 reviews

Mt Toby Retreat

Apr 24 – 29

$166 per night

Guest favorite

Apartment in Northampton

4.92 out of 5 average rating, 537 reviews

Sunny Peaceful Home

Jul 2 – 9

$94 per night

Guest favorite

Apartment in Northampton

4.96 out of 5 average rating, 276 reviews

Bike Path Hideaway Near Smith, Cooley, Northampton

Sep 15 – 22

$115 per night

Guest favorite

Cottage in Petersham

4.99 out of 5 average rating, 148 reviews

Cider House Cottage

Nov 8 – 15

$120 per night

Superhost

Home in Deerfield

4.82 out of 5 average rating, 184 reviews

Perfectly Polished Deerfield Home 5 min to I-91

Sep 10 – 17

$209 per night

Guest favorite

Cottage in Deerfield

4.97 out of 5 average rating, 86 reviews

Dreamy Guesthouse: sauna and private deck

Nov 15 – 22

$138 per night

Show all

Quick stats about vacation rentals in Deerfield

Total rentals
10 properties
Local attractions
Magic Wings Butterfly Conservatory, Yankee Candle, and Veterinary Emergency & Specialty Hospital
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
10 properties include access to wifi
Total number of reviews
1K reviews
Nightly prices starting at
$100 before taxes and fees

Vacation rentals in Deerfield

Top-rated vacation rentals in Deerfield

Apartment in Shelburne Falls

Apartment in Greenfield

Guesthouse in Northampton

Apartment in Shelburne Falls

Cottage in Bernardston

Apartment in Greenfield

Guest suite in Montague

Guest suite in Greenfield

Home in Montague

Loft in Shelburne Falls

Guest suite in Sunderland

Guest suite in Charlemont

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Deerfield vacation rentals

Stay near Deerfield's top sights

Other great vacation rentals in Deerfield

Apartment in Vernon

Home in Williamsburg

Cabin in Sunderland

Apartment in Northampton

Apartment in Northampton

Cottage in Petersham

Home in Deerfield

Cottage in Deerfield

Quick stats about vacation rentals in Deerfield

Total rentals

Local attractions

Popular amenities

Wifi availability

Total number of reviews

Nightly prices starting at

Destinations to explore