Holiday rentals with breakfast in Pioneer Valley

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Top-rated Holiday Accommodation with Breakfast in Pioneer Valley

Guests agree: These breakfast rentals are highly rated for location, cleanliness and more.

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Guest favourite

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.

12–19 Jun

$306 NZD per night

Guest favourite

Farm stay in Hadley

4.98 out of 5 average rating, 123 reviews

Hadley Farm Apartment

Centrally located in the 5 college area. Close to Route 9, and the Norwottuck Rail Trail. Amherst and Northampton are both less than 10 minutes away by car. We are set on a working vegetable farm, we also have chickens, goats and pigs. The apartment shares a porch with the main house, but once inside you are completely private. Come enjoy the pioneer valley. Great place for hiking, kayaking, biking and so much more. *I was a Superhost for 3 years - downgraded due to an unexpected cancelation

1–8 Nov

$265 NZD per night

Guest favourite

Home in Williamsburg

4.99 out of 5 average rating, 159 reviews

Hilltown Studio

Stunning 2nd floor studio (limited kitchenette with easy to prepare Breakfast foods provided) close to Northampton, Smith and the Five Colleges, scenic drive to the Berkshires, one mile to the Snow Farm and just minutes to Valley View Farm. Lovely space & private deck overlooking perennial gardens & wildlife wandering by. Perfect stop when traveling through Western Mass, touring local colleges or a trip to enjoy the music, museums and restaurants in the Pioneer Valley and Berkshires.

2–9 Nov

$219 NZD per night

Guest favourite

Barn in Marlboro

4.95 out of 5 average rating, 264 reviews

The Studio With a View. Bring your dog, too!

Our stylish Studio, a not so tiny Tiny House, is nestled into the Southern Vermont hillside and surrounded by nature. Enjoy the view from the deck, and cozy up in the newly renovated flower barn with a cup of coffee or tea and a great book. Well-mannered dogs are welcome, they will enjoy the fenced-in area right off the deck. Features: efficiency kitchen and dining area, cozy living space, queen-size bed, and a full bathroom. The large covered porch overlooks fields and trees.

24–31 Mar

$280 NZD per night

Guest favourite

Guest suite in Charlemont

4.9 out of 5 average rating, 183 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

20–27 Apr

$249 NZD per night

Guest favourite

Apartment in Northampton

4.98 out of 5 average rating, 650 reviews

Tree Top Suite, cozy downtown apartment

This is an entire apartment, close to downtown. It is on the third floor, so you will have to walk up two flights of stairs. Because there are dormers (peaked areas in the ceiling), especially tall people might feel a little cramped in this space. There is a king size bed in the bedroom, a living area that includes a kitchenette, dining area, seating area and a smart TV with a fire stick, and a large bathroom. Outdoor seating on the front porch is for your use only.

15–22 Apr

$216 NZD per night

Guest favourite

Guest suite in Easthampton

4.97 out of 5 average rating, 403 reviews

Goreytastic Private ApARTment @ the EMC

Self-contained completely private in-law Edward Gorey inspired artistic apartment at the Easthampton Music Conservatory (right off the Williston Campus.) Romantic, campy, silly, spooky, quirky space with Edward Gorey and original artwork, a micro library including classic TV shows and popular B movies, vintage Nintendo system & oversized beanbags for Nintendo aficionados of all ages. To be clear: entirely self-contained space. Private EVERYTHING. NO shared spaces.

20–27 Oct

$202 NZD per night

Guest favourite

Home in Feeding Hills

4.89 out of 5 average rating, 886 reviews

Farm Fresh Feeding Hills

Private in-law suite attached like a garage. Best view in the house overlooking the pond, ducks, goats, horses, & mtn. 1 Bedroom, small shower stall bath, combo kit/lvg room and a screened porch. Approx. 600 sq ft. ttl. The space is perfect for 2 people, good for 4 and a squeeze for 6 people. Only a few miles to The Big E, 6 Flags, MGM Casino, BB Hall of Fame & Dr. Suess. 20 ish min to Hartford Int. Airport, 30 ish to Htfd & 40 ish north to 5 college area.

17–24 Oct

$221 NZD per night

Guest favourite

Guest suite in Agawam

4.95 out of 5 average rating, 155 reviews

The Waters Edge

Contemporary home located on the scenic Ct River. Centrally located between Bstn & Htfd. Within 2 miles of Six Flags, 15 min from Basketball or Volleyball Hall of Fame, MGM Casino, Eastern States Exposition, Downtown Spfld & Bradley Intnl Airport. Adjacent CT River is home to beautiful wildlife. Protected lands provide a stunning backdrop to picturesque views guests love! Rest's, museums, hiking, shopping & much more nearby. NO SMOKING ON PROPERTY.

15–22 Oct

$231 NZD per night

Guest favourite

Apartment in Charlemont

5.0 out of 5 average rating, 128 reviews

Suite 23 - Spacious Sunny 2-BR with Mountain view

Our happy place is a short walk to Berkshire East and the Deerfield River. You’ll love our large yard, the brook, private picnic area, enjoy an outdoor fire. This town awaits fun-filled adventures biking, skiing, leaf peeping, fishing , tubing, whitewater rafting, snowmobiling. We reside at the single family home on property and we’re excited to share our place with you.

4–11 Oct

$435 NZD per night

Guest favourite

Apartment in Dummerston

4.93 out of 5 average rating, 366 reviews

~Serene Barn Retreat~

Peaceful, romantic retreat in this stunningly large, 1850's remodeled barn apartment. The historic barn is nestled into hundrends of acres of Nature Conservency. Many old maple and pine trees, hiking trails and breathtaking views will welcome you along the the drive here. *Mount Snow is 35 minutes away. Okemo, Stratton, Bromley and Magic is 1 hour away and Stratton is 1 hour away.

20–27 Sep

$200 NZD per night

Guest favourite

Home in Bennington

4.99 out of 5 average rating, 239 reviews

Cozy Modern Sugar House with spectacular views.

This beautiful Vermont home sits on 25 acres with spectacular views. We moved this sugar house structure to this land and had an architect adapt it to its surroundings. It has three walls of windows that display the amazing views. The house is surrounded by Mount Anthony hiking trails and a gorgeous pond. The location is a 5 minute drive to town or a lovely 20 minute walk.

5–12 Mar

$562 NZD per night