Family-friendly vacation rentals in Holyoke

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

Clean and sunny house near Smith College

Our cozy guest house is in a quiet neighborhood, and is not a primary residence. We are exactly 2 miles from downtown Northampton. There is one queen size bed downstairs in an open floor plan, another queen bed upstairs in bedroom 1, and two twin beds in bedroom 2. There is a washer/dryer unit, propane fireplace, and private back deck with views of gardens and woodlands. There is a short river walk at the end of the block and a nearby trail meanders along the river, ending at Smith college.

Separate apt, 1 mile from downtown, 1 guest only

This is a private, clean, comfortable apartment with New pillow top mattress for 1 person with separate entrance in our new home. You will have the space to yourself. We are a mile from downtown near the bike path, the mill river, and Smith college. Private bathroom with a shower; kitchen basics: fridge, microwave, toaster, teapot, pour over coffee. Wifi and smart tv. Sunny with central air in the summer warm and cozy in the winter. Walk or ride a bike to town. We’re located in Village Hill.

Large Studio – Walk to Town

IMPORTANT: Please read the full description about the eco-friendly policy and click the "CONTACT HOST" button, rather than making a reservation. I will respond very quickly to your request. Thank you for your consideration! A unique studio, loft-like, surrounded by beautiful gardens, a short walk to downtown and Smith College; perfect for visiting the five colleges, attending weddings, graduations, workshops, writing and research; close to hiking and bicycle trails.

Explore Holyoke from this charming 3 Bedroom house

This house is settled in a quiet residential neighborhood.Guests have access to the entire second floor,one flight of stairs and you're in.There are lots of windows that brighten the space,with a large dining room,office desk, and a newly renovated bathroom.The living room leads to a beautiful spacious porch over looking the park/playground.All bedrooms have comfortable matresses,lots of pillows, soft sheets,thick super soft towels. Smart TV (Netflix/hulu/sling/roku)

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, ok 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.

Large Quirky Sunny Farmhouse Apartment

The apartment is spacious, bright, and sunny. Full of charming and quirky old details like original windows, hardwood floors, and not many right angles. Definitely not a vanilla box. The furnishings are clean and comfortable and go with the farmhouse feel. Please note that the private staircase used to access the apartment is original to the house. It is steep by contemporary standards and the tread depths are all a little wonky.

Charming 3BR | Private 2nd-Fl Escape Near MHC

Enjoy privacy and charm in this renovated 3-bedroom, 1-bath second-floor suite of our 1875 farmhouse! This peaceful retreat offers a private entrance, modern amenities, and easy self check-in. Walk to Mount Holyoke College and Village Commons, or take a short drive (less than 20 minutes) to Amherst and Northampton. Perfect for families, couples, or university visitors seeking a quiet, historic home away from home.

Cedar Wet Room w Soaking Tub

Secluded and private apartment with a well equipped and stocked kitchenette, large queen bedroom with quality bed and bedding. Amazing cedar wet room with rain water shower and copper soaking tub with view of bamboo grove. Organic cotton bath linens and robes. Private patio. Fast Internet. Sonos sound system with Napster. Pets welcome with advance notice. Sound proof construction.