Vacation rentals in Holyoke

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Top-rated vacation rentals in Holyoke

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

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Top guest favorite
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
4.92 out of 5 average rating, 305 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 favorite
A propane fire table is centered on a spacious deck, surrounded by a decorative metal design. Flickering flames dance over a bed of reflective stones, while lush greenery of the surrounding landscape is visible in the background under a cloudy sky.
Cabin in Williamsburg
4.97 out of 5 average rating, 118 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.

Guest favorite
A hot tub is situated in a semi-enclosed area, surrounded by soft fabric drapes that partially shield it from the elements. Natural light filters through, illuminating the spa water. A peaceful outdoor scene is visible beyond, featuring a manicured garden space.
Guest suite in Northampton
4.9 out of 5 average rating, 125 reviews

Sweet suite, walk to town tout suite!

NOW WITH A HOT TUB!! Fully- private master bedroom suite available in a quiet neighborhood near everything in Northampton! Your own porch with a cafe table and chairs leads to your private entrance to the suite. Roomy and bright bedroom has a huge bathroom with a shower, office/ kitchenette/ eating area, and closet with fully-supplied laundry. The king bed includes a locally-made, medium-firm mattress and abundant bedding. The TV is connected by Roku to all major streaming services.

Top guest favorite
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, 279 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 favorite
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, 206 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 favorite
A vibrant tree with orange and pink foliage is positioned in the front yard of a multi-story house. The home's exterior is clad in light gray siding, complemented by a porch and well-maintained landscaping, adding to the welcoming appearance of the property.
Apartment in Chicopee
4.94 out of 5 average rating, 200 reviews

Bright and cozy 3 bedroom apartment in Chicopee

Your family will love this spacious, beautifully updated apartment with private access. A friendly, walkable neighborhood, just a block from Elms College Campus. Szot Park and Chicopee Center. A few blocks from Baystate Medical Center. Nine minutes from Downtown Springfield (MGM Casino, Basketball Hall of Fame, Dr. Seuss Museum, and more!). Within less than 30 minutes of Six Flags, Bradley Airport, Downtown Hartford. Less than 1 hour from the scenic Berkshires and so much more!

Top guest favorite
Apartment in Easthampton
4.97 out of 5 average rating, 117 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 favorite
Camper/RV in Westhampton
4.9 out of 5 average rating, 240 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.

Top guest favorite
Home in South Hadley
4.94 out of 5 average rating, 211 reviews

Vintage 3BR Farmhouse | Near Town + Mount Holyoke

Enjoy the charm of an 1875 farmhouse with modern comforts in this spacious 3-bedroom, 2-bath suite on the first floor! Renovated throughout, the space offers a bright living room, full kitchen, and peaceful bedrooms. Relax on the wrap-around porch or stroll to Mount Holyoke College (less than 500 meters) and Village Commons for a peaceful afternoon. Perfect for family getaways or visiting nearby colleges with Amherst and Northampton just a short 20 minute drive away.

Top guest favorite
A two-story brick house features a spacious covered porch adorned with planters and an American flag. The entrance is framed by two white doors and decorative accents. Lush greenery and small statues are placed along the walkway, enhancing the welcoming façade.
Home in Holyoke
4.97 out of 5 average rating, 349 reviews

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)

Top guest favorite
Apartment in Wilbraham
4.99 out of 5 average rating, 149 reviews

Western Mass Retreat!

Western Mass Retreat! Come relax and unwind in this updated retreat and check out all the amazing things that Western Mass and Northern CT have to offer. Enjoy the cozy reading nook, outdoor space, or a relaxing dinner in at the dinette table. Centrally located near multiple colleges and universities, two miles from Wilbraham & Monson Academy, ten minutes from GreatHorse and close to many one-of-a-kind events and experiences. Please message me with any questions.

Top guest favorite
The entrance features a welcoming porch with a black bench positioned next to vibrant greenery. A climbing plant is showcased in a white pot, while colorful flowers border the stone pathway leading to the front door, which is framed by classic blue shutters.
Apartment in Northampton
4.99 out of 5 average rating, 245 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 Holyoke vacation rentals

When is the best time to visit Holyoke?

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Avg. priceG$25,099 GYDG$25,308 GYDG$26,563 GYDG$26,563 GYDG$28,655 GYDG$27,191 GYDG$27,191 GYDG$26,563 GYDG$26,773 GYDG$28,446 GYDG$27,191 GYDG$29,282 GYD
Avg. temp-3°C-1°C3°C10°C16°C20°C24°C23°C18°C12°C6°C0°C

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.

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 G$8,366 GYD per night before taxes and fees

  • Verified guest reviews

    Over 7,360 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Holyoke vacation rentals include wi-fi 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!

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