Holiday houses in Blandford

4.94 out of 5 average rating, 417 reviews

Chalet in Otis

Mid-Century Glass Octagon in the Berkshires

This architectural gem with wrap-around glass windows welcomes guests with its uniquely-designed, informal interior set on 7 private woodland acres. Cozy up around the wood-burning fireplace with floor to ceiling windows as a backdrop, or sit on the expansive deck around the firepit gazing at the stars. Use as a home base for the wonderful cultural and outdoor activities in the area, or enjoy nature in luxury without ever leaving home. *Book midweek for discounted rates IG@midcenturyoctagon

4.98 out of 5 average rating, 214 reviews

Cabin in Cummington

Just Be Cabin

Small, rustic cabin in the woods behind our home. The cabin has electricity, but no running water. Drinking and cooking water are provided from a hand pumped container. The cabin is a beautiful place to slow down, connect to nature and one's self. If you love to camp, you will love the cabin. It is the perfect locale for a personal retreat. We are happy to arrange a yoga class at our home studio as well. It is like a tree house, where all are welcome to come, simplify life and just be.

5 out of 5 average rating, 41 reviews

Farm stay in Blandford

Freeland Brook Farm - stunning Berkshires view

Escape from it all at this modern 1840s farmhouse on a working farm in the Berkshire hills of Western Massachusetts. Featuring chef's kitchen, soaker tub, and panoramic views, it is the perfect New England getaway for any season. Enjoy birdwatching, stargazing (we sometimes see the Milky Way), and leaf peeping. Nice hikes less than 10 minutes away. 20-45 minutes from Berkshires attractions like Jacobs Pillow, Tanglewood, and the Norman Rockwell Museum. Check out our guide for activities!

4.81 out of 5 average rating, 21 reviews

Cabin in Otis

Simple, rustic, cozy get away

4th generation to own this property. It has always been a family favorite place to retreat and relax since my great grandfather acquired it on a barter. Centralized location between, Great Barrington, Pittsfield, Lenox, and Westfield. You can enjoy all south western MA has to offer and still relax on a dock in between. One lot up from the lake enjoy a shared dock and access. This cabin has always held a place in our family and friends hearts I'm sure it will capture a place in yours.

4.84 out of 5 average rating, 76 reviews

Home in Blandford

Relaxing Home nestled in Rural Hilltown

Beautiful Modern Home with large yard nestled next door to The Berkshires. Enjoy a coffee in the sunroom or deck. There is a large yard, fire pit and kayak access. Alexa enabled in most rooms. A three minute walk to the Blandford Country Store, Breakfast Bistro, and Watson Park. Within 15- 30 minutes of dining, shopping, hiking trails and ski trails. Otis Ridge Ski Area is 15 mins, Tanglewood is 40 mins, Jacobs Pillow 22 mins, Lee Premium Outlets 30 mins, MGM Casino 35 mins.

Campervan/RV in Westhampton

4.89 out of 5 average rating, 173 reviews

AirbytheStream waterfront, private, clean and cozy

Beautiful private camper with outdoor deck on the water. All the creature comforts but half the price. Very private yet 15 minutes to Northampton or Easthampton. Kitchen sink, 2 burner stove, refrigerator, toilet and shower, one queen bed and twin bunk beds, dinette can also turn into a bed. Pots and pans, silverware and cooking utensils are provided. Camper has power and water as well as heat and air conditioning. There is a Blackstone griddle for outdoor cooking.

4.95 out of 5 average rating, 274 reviews

Cottage in Becket

Berkshires Cottage by Lake. Year Round Adventures.

THE BERKSHIRES COTTAGE IN THE WOODS BY A SPRING FED LAKE HAS SOMETHING FOR EVERYONE....... SWIM, FISH, KAYAK, HIKE, SKI, JACOBS PILLOW DANCE FESTIVALS, TANGLEWOOD OUTDOOR CONCERTS, GOLF, DINE, SHOP LEE OUTLETS, DINE WITH ENTERTAINMENT, PLAYS, ANTIQUES, FIRE PITS, HANGING IN A HAMMOCK, FLOAT ON CRYSTAL CLEAR WATER, BBQ ON THE DECK, OR JUST DOING NOTHING AT ALL UNPLUG AND RECHARGE. ESCAPE & RELAX(will consider pets.)(90 second walk through wooded path to lake)

4.96 out of 5 average rating, 265 reviews

Home in Russell

South Quarter House

Built in the early 1800s, our renovated farm house can accommodate families and friends comfortably. This 1600 square foot home can keep everyone together: three large bedrooms upstairs and an optional fourth downstairs. Large backyard and deck made for outside fun. Two full bathrooms, laundry, large farm table with seating for 10, and a full kitchen. Plenty of options for hiking at or near the house. (Sorry, we are not able to host weddings.)

4.77 out of 5 average rating, 203 reviews

Apartment in Chester

Quiet getaway in the Berkshires

Very nice quite place Two floors must climb stairs 3 bedrooms very large master Fully equipped kitchen Two full baths and laundry area Deck off the kitchen with fire pit in the back yard Lots of hiking and skiing in and around the area or stay and relax Carm’s diner for a great Breakfast Chester Common Table for dinner or The Blue Note Cafe for Pizza and a drink or Call for some takeout and a convenient store for anything you forgot

4.7 out of 5 average rating, 37 reviews

Tiny home in Montgomery

Tiny house at Misty's Meadow! (Turtle Bend Farm)

⚠️ TWIN BED! Relax in a picturesque valley on a 30 acre permaculture farm, in an off-grid tiny house. Nice windows for summer breezes. Organic cotton bedding. 🍑 With sweeping views of a sunny pasture, enjoy the antics of cows, calves, sheep and donkeys as they graze. 🐄 Numerous local trails and swim spots abound - Shatterack Mountain trailhead. 🌿 Lvl 2 EV charging available Note: Trains go through the valley every so often.

Guest suite in East Granby

4.85 out of 5 average rating, 360 reviews

Staying at Ten Hillcrest

What I’ve always thought of as the perfect location! Private enough to see trees and birds and yet close enough to jump on the highway to anywhere. Conveniently located on a dead end street with no through traffic. On your way out take a left and head towards farm and eateries or take a right and head to the city of Hartford or Springfield. Just minutes from Bradley International Airport

4.99 out of 5 average rating, 823 reviews

Guesthouse in Granby

Windy Top Cottage ~ A Romantic "European" Getaway

The Windy Top Cottage is an old stone building constructed in 1932 by H. L. Bitter, a wealthy Hartford businessman. This area of Granby was a favorite of the Hartford elite for a place to 'summer' in the early part of the 20th Century. The cottage was the quarters for the domestic staff while the family was in North Granby. With an elevation of 970, we offer clean, fresh country air!

Holiday rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodation and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Blandford holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Blandford

Apartment in East Longmeadow

4.89 out of 5 average rating, 157 reviews

Private apartment: bedroom, bath, & kitchenette.

GladysRating, 5 stars2 weeks ago

I can’t say enough how lucky I was to find and have an extended stay at the suite offered by Ana. In addition to Ana being an exceptional host, the accommodations were all that I needed while staying at the apartment, the surrounding area was beautiful with many attractions, eateries and stores (many in walking distance). I was safe and secure and felt like I had the perfect home-away-from-home. I highly recommend Ana’s listing. It was perfect for me and Ana was a wonderfully special host. 🙏🏼🌈

4.89 out of 5 average rating, 254 reviews

Private room in Agawam

Hampshire Room

TylerRating, 5 stars1 week ago

I never rented an Airbnb ever. Barbara made it feel like right at home. Carlos and Barbara gave me a feeling of an aunt and uncle catching up on old times. The place was very clean and organized, instructions were informative and easy to read/follow. Sharing the common area like the kitchen was nice just to talk to other guests staying. If I’m back up this way I will definitely book here again. Plus agawam was beautiful. This Airbnb was well priced and affordable for my limited budget on this trip. Thanks Barb and Carlos yall are awesome! The cats were amazing too and super friendly, give tigger and pounce a big hug for me.

Private room in Springfield

4.85 out of 5 average rating, 201 reviews

The Pink Room

John HenryRating, 5 stars1 month ago

I stayed with Elder for two months while relocating across the country. I had a great time meeting the other tenants and Elder was great to work with. It was a pleasure to stay there as my first temporary new home in my new area.

Private room in Northampton

4.98 out of 5 average rating, 238 reviews

Private luxe bedroom & bath with all the amenities

AnandaRating, 5 stars2 weeks ago

Theo’s place was the perfect clean and cozy retreat. We loved being so close to town, while also feeling a sense of peacefulness and quiet. Waking up to the beautiful garden was an added bonus! My partner and I highly recommend, and would stay again during our next visit.

5 out of 5 average rating, 7 reviews

Tent in Chester

Luxury Glamping, Private, Wood Burning Hot Tub

SarahRating, 5 stars3 weeks ago

My husband and I had an incredible weekend stay at this one-of-a-kind Airbnb. From the moment we arrived, we were blown away by the intentional design and thoughtful touches throughout the space — from the scents of the linens to the heated beds that made cool nights extra cozy (we had some unideal weather, but we didn't mind)! The unique hot tub was a highlight, and the privacy was unmatched; having the entire property to ourselves (and truly private) made it feel like our own personal sanctuary. Kai clearly poured their heart into every detail, creating a luxury experience that blends seamlessly with nature. This has officially become our favorite Airbnb — we’re already planning our return trip, and next time, we’re bringing friends for the second glamping tent! Thank you!

4.86 out of 5 average rating, 214 reviews

Private room in Becket

East b.r. in upstairs suite of open plan home

LaurenRating, 5 stars6 days ago

I was here for a very short overnight stay but it was perfect for me! No complaints. The place was exactly as described and easy to find via GPS! It was such a pleasure getting to know Julia and Robb and I really enjoyed their local recs. I’ll definitely be back if I’m in the area.