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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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Guesthouse

5 out of 5 average rating, 320 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 suite

4.86 out of 5 average rating, 504 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.

Barn

4.96 out of 5 average rating, 545 reviews

Brookside Carriage House. Private, Great Location.

C. 1890's Carriage House. Bright & airy, 850 sq., 2nd flr. Studio. Close to "Noho" Center. Gleaming original wood floors, 12' ceiling, skylights, modern amenities w/ rustic charm. Reserved parking. 2 sleeping nooks: 1 QUEEN, 1 FULL bed & a leather couch all on the same floor. Shower, laundry, full kitchen, dining table, comfortable lounging area, & a Juliet balconey! Eclectic, spacious, private, quiet, all in a great location! Dog friendly-Contact me 1st. Stairs. No TV. Large Studio.

Rental unit

4.93 out of 5 average rating, 101 reviews

Warm & Stylish Apartment w/laundry - walk to DT

Warm and stylish 1 bedroom apartment with private garden entrance located steps from downtown Northampton. Newly refinished with a comfortable queen bed, sleeper sectional and luxury linens. It has a fully functional kitchen, bathroom, living room with a flatscreen, Roku and high-speed wifi as well as a washer/dryer in the unit-- perfect for a staycation or for a relaxed homestay for your remote work. Walk 15 mins to restaurants downtown, 20 mins to Smith College and 2 to the bike path.

Rental unit

4.91 out of 5 average rating, 145 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!

Rental unit

4.85 out of 5 average rating, 118 reviews

Bright and sunny 2 bedroom apartment with porch.

Enjoy your stay at my family orientated quiet and clean 2nd floor unit in the beautiful highlands of Holyoke. Great neighborhood with big beautiful old homes full of charm. 3 minutes to interstate 91 and a grocery. Close to Six Flags and all the colleges, Northampton and Amherst. Private second floor porch and parking on the street directly in front of the home. The host lives in the home on the first floor. The neighborhood is very quiet and safe with many conveniences nearby.

Rental unit

4.94 out of 5 average rating, 327 reviews

Bike Path Hideaway Near Smith, Cooley, Northampton

Modern cozy 1BR with living space, private bathroom, private driveway, screened porch, and coded door. Wooded neighborhood. Bike path along river. 5 min. drive to Look Park. 10 min. drive to Northampton. BR has luxury queen bed and single bed, AC. Cozy LR, WiFi, 55" TV, equipped kitchen with air fryer and induction hot plate. 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!

Guesthouse

4.93 out of 5 average rating, 262 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.

Guest suite

4.91 out of 5 average rating, 245 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 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.

Rental unit

4.98 out of 5 average rating, 685 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 suite

4.96 out of 5 average rating, 428 reviews

Goreytastic Private ApARTment @ the EMC

Self-contained completely private in-law Edward Gorey inspired artistic apartment at the Easthampton Music Conservatory (right off the Williston Campus.) Romantic, campy, silly, spooky, quirky space with Edward Gorey and original artwork, a micro library including classic TV shows and popular B movies, vintage Nintendo system & oversized beanbags for Nintendo aficionados of all ages. To be clear: entirely self-contained space. Private EVERYTHING. NO shared spaces.

Rental unit

4.99 out of 5 average rating, 106 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.

Vacation rentals for every style

Get the amount of space that is right for you

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A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Hotels

Stylish accommodations and amenities

Popular amenities for Holyoke vacation rentals

Free parking on premises

Air conditioning

Stay near Holyoke's top sights

Mount Tom State Reservation41 locals recommend

Holyoke Mall31 locals recommend

Coco and The Cellar Bar28 locals recommend

Small Oven Bakery25 locals recommend

Luthier's Co-Op19 locals recommend

Abandoned Building Brewery19 locals recommend

Other great vacation rentals in Holyoke

Rental unit

4.97 out of 5 average rating, 296 reviews

Light filled three bedroom apartment DT Florence!

Serviced apartment

4.8 out of 5 average rating, 92 reviews

Boho Inspired Home in Holyoke

Rental unit

5 out of 5 average rating, 18 reviews

Homey 2nd floor 2 bedroom apartment

Rental unit

4.98 out of 5 average rating, 95 reviews

Western Mass Retreat!

Home

4.97 out of 5 average rating, 150 reviews

Sunrise on the Water's Edge - Riverside Bungalow

Rental unit

4.97 out of 5 average rating, 235 reviews

Sweet Retreat minutes from Northampton & Amherst

Rental unit

4.8 out of 5 average rating, 5 reviews

Cozy two bedroom apartment

Home

4.98 out of 5 average rating, 133 reviews

Discover Cozy Elegance in the Heart of Northampton

Quick stats about vacation rentals in Holyoke

Total rentals
80 properties
Nightly prices starting at
€ 38 before taxes and fees
Total number of reviews
5.7K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace

Frequently Asked Questions

Are there pet-friendly vacation rentals in Holyoke?
Four-legged friends are welcome in Holyoke. Choose from more than 20 vacation rentals for guests traveling with pets.
Where should I stay in Holyoke?
Make yourself at home in Holyoke by choosing from our most frequently booked neighborhoods. We have over 30 vacation rentals in Springdale, over 30 vacation rentals in Rock Valley, and over 10 vacation rentals in Aldenville.
Are there family-friendly vacation rentals in Holyoke?
Holyoke has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in private suite rentals in Holyoke?
Experience the best of Holyoke with our private suite rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do apartment rentals in Holyoke have wifi?
Absolutely! We offer over 20 apartment rentals with wifi in Holyoke. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Holyoke?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with air conditioning, over 20 homes with a kitchen, over 30 homes with free parking, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do apartment rentals in Holyoke have a kitchen?
Absolutely! We offer over 20 apartment rentals with a kitchen in Holyoke. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Holyoke have air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning in Holyoke. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Holyoke have free parking?
Absolutely! We offer over 20 apartment rentals with free parking in Holyoke. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Holyoke?
Yes! Work meets play with ease at over 50 vacation rentals in Holyoke featuring dedicated workspaces. Stay connected and productive in your home away from home.

Destinations to explore