Vacation rentals in Holyoke

Find and book unique accommodations on Airbnb

Quick stats about vacation rentals in Holyoke

  • Total vacation rentals

    Explore 80 vacation rentals in Holyoke

  • Nightly prices starting at

    Holyoke vacation rentals start at $56 CAD per night before taxes and fees

  • Verified guest reviews

    Over 6,860 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    80 of Holyoke vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Holyoke rentals

  • 4.8 Average rating

    Holyoke stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated vacation rentals in Holyoke

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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, 631 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
A functional kitchen features wooden cabinetry and a dining table surrounded by chairs, providing a space for shared meals. Appliances include an oven, microwave, and full-sized refrigerator. Natural light enhances the warm ambiance, while the door leads to the outside.
Guest suite in Easthampton
4.93 out of 5 average rating, 312 reviews

The Floating Library: private hiker's hideaway

Spacious enough for a small family, cozy enough for a couple, a perfect alternative to a hotel, for exploring New England, or holing up to finish that book (reading or writing). TFL is a welcoming, above the garage in-law suite with a private entrance, full kitchen, full bath, laundry room, and lots of magical touches that will make your stay comfortable, unique and memorable. The location is right at the foot the hiking trails of Mt. Tom, a 20 min walk to idyllic downtown Easthampton.

Top guest favourite
An expansive view of rolling hills and distant mountains is visible through a treeline, with a foreground of manicured green grass and apple trees. The cabin's wooden structure is partially seen on the right, enhancing the connection to nature.
Cabin in Williamsburg
4.97 out of 5 average rating, 125 reviews

Mountain Retreat close to Northampton & Amherst!

Come have this mountain top home situated on 150 secluded acres in beautiful historic Williamsburg all to yourselves!! If you want privacy within 10-20 minutes from Northampton, Hadley, and Amherst, then this cabin is perfect. Within walking distance, you will have access to trail systems for either your hiking or biking endeavors. You can stay and enjoy the peaceful nature of our home, sit on the massive deck while you gaze upon breathtaking views of the Pioneer Valley, or venture out.

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 homes in Northampton
4.98 out of 5 average rating, 290 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.

Guest favourite
A well-maintained two-story house features a spacious porch with wooden railings, inviting seating arrangements, and a well-kept lawn. The exterior showcases a blend of light gray siding and architectural details, complementing the surrounding neighborhood. A driveway is visible, providing additional parking options.
Home in Holyoke
4.93 out of 5 average rating, 27 reviews

Eden House: A Cozy Home

If you wish to have a pleasant stay in Holyoke MASS, Eden House can receive you with warmth and hospitality, it is located practically in the heart of the city in a quiet and safe neighborhood, it is a place conditioned for your comfort and you feel as if you were in a second home. Easy access to I91 - I90, with many conveniences, Holyoke mall and Six Flags nearby, close to the colleges of Northampton and Amherst, 2 minutes of Holyoke Hospital, 20 minutes Cooley Dickinson Hospital.

Guest favourite
A welcoming living room features two comfortable sofas flanking a round coffee table. Natural light floods in through large windows with white curtains, illuminating the light-colored carpet and neutral walls. Decorative elements include simple wall art and a ceiling fan, creating a relaxed atmosphere.
Apartment in Holyoke
4.92 out of 5 average rating, 213 reviews

Spacious Apartment! Easy on & off of I-91 & I-90

Located off of Northampton St. this 2nd floor apartment is close to I-91, I-90 & 391 making for quick & easy travel! There is a beautiful park up the street including a playground, hiking trails and dog park. The Holyoke Mall is located nearby and there is a Walgreens 0.3 miles away. Free street parking. This apartment has one queen bed, two twin beds & a futon in the sun-room if needed for extra guests. This is a private apartment with kitchen, laundry and bathroom all to yourself!

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.
Apartment in Easthampton
4.98 out of 5 average rating, 121 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.

Guest favourite
Home in Chicopee
5 out of 5 average rating, 33 reviews

King Bed w/ Game Room near Massmutual w/ Riverview

Enjoy a stylish, spacious stay in this fully renovated home with nicely decorated bedrooms, two full baths, a full kitchen plus kitchenette, and dining for eight. Have fun in the game room with pool, arcade games, soccer board game, archery, and a huge TV. Relax on the large patio with a beautiful Connecticut River view. Perfect for families and groups seeking comfort, entertainment, and convenience. It’s also near Memorial Dr. and many local attractions and dining.

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.
Apartment in Northampton
4.99 out of 5 average rating, 259 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.

Guest favourite
Guest suite in Holyoke
4.84 out of 5 average rating, 271 reviews

Lovely 1 Bedroom w private entrance

Ground floor apartment with private entrance and parking on a quiet circle road. The apartment includes a "mini kitchen" with microwave, small fridge with freezer, and some kitchen basics. The unit also includes a washer and dryer! Recently renovated private bathroom. Very centrally located, 15 mins from Downtown Northampton and Springfield, 20 minutes to Amherst, central to all area colleges, and 1 hour from the beauty of the Berkshires! All are welcome!

Guest favourite
The exterior of the guest suite showcases a brown shingle facade, featuring a welcoming front porch with white railing. A concrete pathway leads to the entrance, while a grassy area and trees provide a natural backdrop. The driveway offers ample parking space.
Guest suite in South Hadley
4.93 out of 5 average rating, 172 reviews

Peaceful 1BR | Private Two-Story Retreat Near MHC

Enjoy this private, two-story 1-bedroom, 1-bath suite in a beautifully renovated vintage house! With a full kitchen, cozy living room, and upstairs bedroom and bath, it’s perfect for individuals, couples or small families. Relax inside in a peaceful space, walk to Mount Holyoke College and Village Commons, or explore nearby Amherst and Northampton (less than 20 minutes away). Contactless self check-in and convenient parking makes your stay easy!

Top guest favourite
The living room features a spacious sectional couch adorned with decorative pillows, complemented by a coffee table at its center. A cozy armchair with a contrasting cushion sits nearby. Natural light streams through two large windows, enhancing the warmth of the space.
Apartment in Chicopee
4.96 out of 5 average rating, 139 reviews

Cozy Brick House in Chicopee

Relax with the whole family at this peaceful place to stay. The unit is part of a two family duplex house. You and your family will have the entire unit to yourselves. There are two bedrooms with queen size beds, a living room, kitchen, bathroom, and laundry room. The living room has a TV, fireplace, and Netflix. There is also a fenced in back yard with a patio and outdoor dining area as well as a firepit. The house is also pet-friendly.

Popular amenities for Holyoke vacation rentals

When is the best time to visit Holyoke?

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Frequently Asked Questions

  • What are the best places to stay in Holyoke?

    Vacation rentals around downtown, the Highlands, and the canal area are frequently suggested for easy access to shops, parks, and cultural venues. These neighborhoods have a mix of historic homes and modern apartments.

  • What are the best things to do in Holyoke with kids?

    Families often explore the Children’s Museum at Holyoke, ride vintage merry-go-rounds in Heritage State Park, or picnic near canal paths. Outdoor spots and indoor play centers are locally favored.

  • What are some of the best things to do in Holyoke?

    Walk the canals, explore local art galleries, and join historic tours. Families can discover museums, while nature lovers often visit Mount Tom State Reservation and riverfront parks.

  • How is the weather in Holyoke?

    Holyoke has cold winters around 19–35°F (-7–2°C), warming to 48–85°F (9–30°C) in late spring and summer. Rain is frequent in spring and autumn, so packing for wet weather is often suggested.

  • When is the best time to visit Holyoke?

    Late spring to early autumn is often recommended, with mild temperatures and frequent cultural celebrations. Early spring brings popular events like the Saint Patrick’s Parade.

  • What are the best places to visit in Holyoke?

    Explore the Holyoke Canal System, visit the Children's Museum at Holyoke, and experience local art at the Holyoke Public Library or Paper City studios. Mount Tom State Reservation draws visitors for nature trails and scenic overlooks.

  • What are some hiking trails in Holyoke?

    Mount Tom State Reservation has forested trails and overlooks that draw hikers for varied activity levels. Paved paths along the Holyoke Canal System are frequently suggested for relaxed strolls.

  • What are some family activities we can do in Holyoke?

    Visit the Children's Museum at Holyoke, play in Heritage State Park, or enjoy interactive exhibits and art workshops. Many parks have picnic areas and playgrounds for families.

  • What are some of the best day trip ideas from Holyoke?

    Day trip options near Holyoke include exploring nearby art museums, hiking in regional parks, and visiting towns with locally rooted traditions. New England villages and forested trails are often recommended.

  • Are there any pet friendly accommodations available in Holyoke?

    Pet friendly rentals are often available, especially in neighborhoods near parks or canal paths. Hosts typically include details about pet amenities and rules in their listings.

  • What are some local tips for visiting Holyoke?

    Locals suggest trying neighborhood bakeries, joining guided canal tours, and exploring mountain trails outside peak hours for quieter experiences. Bringing layers for variable weather helps make the most of your trip.

  • What is Holyoke known for?

    Holyoke is known for its industrial heritage, vibrant arts scene, and diverse community. The city has historic mills, canal views, and frequent celebrations reflecting its cultural roots.

  • What are the best hidden gems to explore in Holyoke?

    Discover murals around downtown, explore local art spaces such as Paper City studios, and wander the Holyoke Canal System. Mount Tom State Reservation, just outside Holyoke, has natural trails popular for quieter moments.

  • What are the best foods to try in Holyoke?

    Holyoke’s food scene features Puerto Rican dishes like mofongo, locally inspired sandwiches, and traditional New England bakery treats. Food trucks and neighborhood cafes have a variety of flavors reflecting the city’s diversity.

  • What should I bring for a trip to Holyoke?

    Bring comfortable walking shoes, layers for changing temperatures, and a waterproof jacket for spring or autumn rains. A camera and backpack are useful for exploring parks, museums, or trails.

  • What is the nightlife in Holyoke like?

    Nightlife in Holyoke includes locally rooted music venues, casual bars, and cafes around downtown and the canal area. Art events and live performances are frequently suggested.

  • What are the most popular events or festivals in Holyoke?

    Holyoke has events such as the Saint Patrick’s Parade, seasonal canal celebrations, and multicultural festivals in the city center. The Saint Patrick’s Parade is especially popular in early spring.

  • Are there family friendly vacation rentals in Holyoke?

    Many vacation rentals in Holyoke are family friendly, especially those near parks or cultural sites. Hosts often list amenities such as extra bedrooms and kitchens to make family stays comfortable.

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