Holiday rentals in Williamsburg

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Top-rated holiday rentals in Williamsburg

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Guest favourite

Guest house in Northampton

5.0 out of 5 average rating, 277 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!

Guest favourite

Guest suite in Northampton

4.86 out of 5 average rating, 450 reviews

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.

Guest favourite

Guest suite in Williamsburg

4.98 out of 5 average rating, 231 reviews

Happy Maples!

I am a custom builder and I decided to have some fun building out my own special guest space. Welcome to Happy Maples! The suite is a private 600 sq ft hand crafted studio with private entrance, bath w/shower, large deck w/Adirondack chairs and grill, views of the gardens and 100' from the historic Mill River right behind the house. There is a queen bed and an additional twin memory foam bed available. 12 mins to Northampton, 20 mins to Amherst, Bike trail in back yard. Come for a fun visit!

Guest favourite

Guest suite in Sunderland

5.0 out of 5 average rating, 144 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.

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.

Guest favourite

Flat in Leeds

4.99 out of 5 average rating, 115 reviews

Private Studio for a Sweet Getaway!

We offer a cozy, comfortable, studio apartment located in the heart of the Pioneer Valley right on the bike path, a walk to Look Park and easy access to hiking. We are a 10 minute drive to downtown Northampton with lots of great restaurants and music. Our proximity to Snow Farm, Smith and the other area colleges makes this an ideal overnight spot for parents in town for a brief visit, people attending area workshops and classes or for those looking to stay longer and explore the area.

Superhost

Yurt in Williamsburg

4.87 out of 5 average rating, 174 reviews

magical yurt in the woods. long term discount

sweet cozy yurt nestled in the woods, surrounded by watershed land, wonderful trails. Magical, quiet, on a dirt road, no street lights. Perfect for retreat, unplugged time, your creative down time, Private yet not isolated, starry nights, owls, full kitchen, private entrance to private bathroom in the main house 200 ft away from the yurt. Wood heat, must be comfortable with a wood stove chop wood/carry water mentality( wood already chopped. A little piece of timeless heaven.

Guest favourite

Flat in Williamsburg

4.87 out of 5 average rating, 181 reviews

Studio apartment on route 9, "Inn the Valley"

A bright and cozy studio apartment on PVTA bus line just outside of Northampton, MA. Skylight, wood floors, kitchen, and full bathroom as well as heat and air conditioning, oriental rugs and unique furnishings. 10 minutes from Northampton center and 20 minutes from Amherst center. Very convenient for all 5 colleges. Five minutes from Snow Farm Art Institute. Two minutes from Valley View Farm. We are meticulous in our cleaning and disinfecting in the face of Covid-19.

Guest favourite

Guest suite in Northampton

4.86 out of 5 average rating, 353 reviews

Cheery artist's studio in Florence

This 2nd floor guest suite in my home has a private entrance via an outdoor set of stairs, full kitchen, and bathroom (with tub but no shower). The studio has an open floor plan including a front room with twin bed and a smaller TV room with futon sofa that can open into a double bed. Originally my art studio, I now offer it for short-term stays. COVID-19 policy. I allow 24 hours between bookings (no same-day turnovers). I request that my guests be fully vaccinated.

Guest favourite

Flat in Northampton

4.98 out of 5 average rating, 651 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.

Guest favourite

Flat in Northampton

4.95 out of 5 average rating, 281 reviews

Bike Path Hideaway Near Smith, Cooley, Northampton

Modern cozy 1BR with living space, private bathroom, private driveway, screened porch, coded door, and inflatable hot tub! Wooded neighborhood. Bike path along river. 5 min. drive to Look Park. 10 min. drive to Northampton. BR has luxury queen bed, single bed, AC. Cozy LR, WiFi, 55" TV, equipped kitchen. Near excellent hikes. A family lives in attached unit so there is some noise, not during sleep hours. Cats have lived here in the past. Great getaway spot!

Guest favourite

Guest suite in Northampton

4.91 out of 5 average rating, 128 reviews

Nirvana's Nest: Private Guest Suite Near College

Nirvana's Nest offers all the modern amenities in a location that combines privacy with convenience. Joan and her canine co-host Desi live in the home attached to the guest house in the back. Florence Center is a walkable neighborhood with a progressive vibe dotted with cafes. A quick and easy 7-minute drive down Main Street leads to Smith College and downtown Northampton. We offer self check-in for your convenience.