Holiday rentals in Hampshire County

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Top-rated holiday rentals in Hampshire County

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Top guest favourite
The spacious studio apartment features a well-equipped kitchen with a countertop and bar seating. Natural light filters through the windows, highlighting wooden cabinetry and modern appliances. The open layout includes a cozy seating area, creating a functional living space beneath sloped ceilings.
Flat in Williamsburg
4.95 out of 5 average rating, 133 reviews

The cozy clubhouse

Take a break and unwind at this peaceful cozy studio apartment with a private deck looking out over the garden and classic New England stone wall. Located on a quiet dead end street in the village of Haydenville. Not far from the local rail trail, hiking trails, and only a 13 minute drive to downtown Northampton. Very close to Look Park and Valley View Farm common wedding venues. A gateway to the Berkshires, with easy drive access to the Tanglewood music venue, Mount Greylock, and Mass MOCA.

Top guest favourite
The kitchen features custom wooden cabinets and countertops, illuminated by natural light from a nearby window. A coffee maker and dishware are visible, creating a functional cooking space. A cozy chair sits nearby, providing a comfortable spot to relax.
Flat in Leeds
4.98 out of 5 average rating, 163 reviews

Private Studio for a Sweet Getaway!

A cozy, comfortable, studio flat with ready access to local music venues and restaurants. Downtown Northampton is 15 mins by car or a 1/2 hr bike ride. We abut the bike path and there's a Valley Bike Share kiosk nearby. Ideal overnight spot for visiting Smith and other area colleges or for attending workshops at Snow farm. Easy day trips the Berkshires. Plenty of area hiking! Perfect personal retreat spot! I accept dogs on a case by case basis, small dogs preferred and I cannot accept cats.

Guest favourite
A sliding barn door reveals a cozy sleeping area featuring a spacious bed with neutral bedding. A small lamp sits atop a bedside table, and a chest of drawers adds functionality. Light enters through a window adorned with blinds, creating a warm ambiance.
Guest suite in Northampton
4.86 out of 5 average rating, 592 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.

Top guest favourite
The studio showcases a spacious layout with hardwood floors and bright lighting. A comfortable queen bed is positioned in one corner, accompanied by a cozy seating area with an armchair. A kitchenette and a small dining table create a practical space for meals.
Barn in Northampton
4.95 out of 5 average rating, 689 reviews

E. Slate Carriage House

A comfortable studio in a converted 1890's Carriage House. Five minute walk to the center of "Noho." Close to cafes, events, public transportation, shops, Smith College. Reserved parking, private entrance. Efficient kitchen, laundry, large shower, AC/Heat. Wifi, coffee/tea provided. No shared walls. You may hear footsteps if there is a guest on the 2nd floor above. No road or pedestrian noise. 1-Queen bed. Studio is 430 sq. +/-. No TV. No smoking, vaping, burning incense/candles. Thank you.

Top guest favourite
A panoramic view of the expansive farmland stretches towards a distant mountain range under a colorful twilight sky. Two wooden chairs are positioned on the grassy area, providing a serene spot to enjoy the landscape.
Tiny home in Northampton
4.98 out of 5 average rating, 262 reviews

Tiny House Farm Retreat: Mountain Views, Fire pit

The Tiny House at Milestone Farm is a cozy farm retreat loaded with modern conveniences. Designed as a romantic escape for couples to relax and enjoy the tranquility of the farmlands while viewing the beautiful Holyoke range. Take in the amazing views and watch the many facets of commercial farming during the growing season. Create your own menu using our fully stocked kitchen. Meat and seasonal produce available for purchase in our farmstand. Minutes from the center of Northampton.

Top guest favourite
A modern dining area is shown with a wooden table set for six, accompanied by stylish gray chairs. In the background, a contemporary kitchen with sleek cabinetry and stainless steel appliances is visible, alongside a cozy living room featuring a comfortable sofa and a mounted television.
Flat in Northampton
5 out of 5 average rating, 132 reviews

Gorgeous Getaway

Brand new construction and state-of-the-art styling make this first-floor apartment a one-of-a-kind masterpiece. Every detail has been meticulously planned to ensure your visit is memorable! Just minutes from downtown Northampton, this stunning apartment features a spacious king-size bedroom with a private bath that includes a beautifully tiled walk-in shower, a second queen-size bedroom, a gorgeous kitchen with quartz countertops, and a beautiful living room with a flameless fireplace.

Top guest favourite
The living room features a cozy seating area with a gray sofa, a unique swivel rocking chair, and a small table. A vibrant ethnic tapestry adorns the far wall. Soft natural light enters through two windows, and the warm wooden floors add to the inviting atmosphere.
Flat in Amherst
4.9 out of 5 average rating, 325 reviews

1840 historic beauty in best downtown location

Newly renovated first floor apartment in 175-year-old two-family home in downtown Amherst, one-block from a way-cool coffee shop, and steps from everything Amherst's vibrant downtown has to offer. Five-minute walk to Amherst College and fifteen-minute walk to UMass campus. New comfy organic mattresses with all-cotton linens, eclectic decor featuring ethnic tapestries and unique furniture pieces, 49" TV, fully outfitted kitchen with pantry, and in-unit laundry room with washer and dryer.

Superhost
A cozy bedroom features a spacious bed adorned with soft bedding and decorative pillows. A wooden headboard backs the bed, and natural light enters through nearby windows. A small plant adds a touch of greenery, while a rustic wooden bench and comfortable chair complement the warm-toned decor.
Guest suite in Northampton
4.76 out of 5 average rating, 944 reviews

Private Guest House Downtown Noho

A one bedroom cozy guest house with a private entrance located on Market St. in downtown Northampton. Cozy and comfortable queen size bed with super soft bedding, full bathroom, and lots of privacy. Quirky space tucked behind Jo Smith's Art Gallery- quiet brick building with an 'inner room' for guests. You pass through the outer room, which is more storage space than living space and the inner space is a one room bedroom/bathroom with no kitchen. This space is not set up for cooking.

Top guest favourite
Lush greenery surrounds a hidden garden feature, partially obscured by foliage. Various shades of green are complemented by clusters of small pink flowers, creating a natural and serene environment. The combination of plants provides a tranquil setting in the outdoor space.
Flat in Village of Pelham
4.99 out of 5 average rating, 151 reviews

Pelham 2nd floor Apartment

Second floor newly finished apartment that accommodates 2 guest. Well water and septic. Green by recycling and using salvage materials. Environmentally benign materials used where possible. Solar. Utilities and internet included. Raspberries and blueberries in season. 3.9 miles from UMASS and Amherst Colleges. 5.3 miles from Hampshire College. 11 miles from Mt. Holyoke and 12 miles from Smith College. NO PETS ACCEPTED! Allergy free. Don't hesitate to contact us with questions!

Top guest favourite
An open studio apartment displays a queen bed with a light blue coverlet and a comfortable sofa bed nearby. A small wooden dining table with four chairs occupies one corner. Natural light floods the space through a skylight and a window, highlighting the warm yellow walls.
Flat in Easthampton
4.97 out of 5 average rating, 104 reviews

Private Farm Studio Apartment

Our farm is a quiet, 5+ acre haven one mile from the center of Easthampton and 8-12 minutes from Smith College/Northampton. It's a great base from which to explore all the restaurants, cultural and outdoor activities offered in the beautiful Pioneer Valley. The private studio apartment is on the first level of our rustic farmhouse and offers a queen bed, kitchenette, living room, and bathroom. A sofabed is available for an extra $20 fee, please request this upon booking.

Top guest favourite
A spacious studio is illuminated by natural light from large windows. The bright room features a mix of furnishings, including a white sofa, a dining table, and a variety of shelving units. Warm wood flooring complements the inviting layout.
Guest house in Northampton
4.93 out of 5 average rating, 289 reviews

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.

Top guest favourite
A living room is displayed, featuring a comfortable blue couch adorned with patterned pillows. Three framed landscape images are mounted on the wall above a wooden coffee table. Natural light enters through a window with sheer curtains, illuminating a cozy reading nook in the background.
Flat in Northampton
4.99 out of 5 average rating, 216 reviews

Cozy Haven: Convenience & Charm

Welcome to our charming Florence, Massachusetts Airbnb! Only 10 minutes from downtown Northampton, our newly renovated property blends comfort, convenience, and natural beauty. Our location provides swift access to Northampton's vibrant heart. Within a 10-minute drive, you'll be amid bustling streets with eclectic shops, superb dining, and a lively arts scene. Explore boutiques, galleries, and cafes that define Northampton's creative and entertaining spirit.

Popular amenities for Hampshire County holiday rentals