Holiday Rentals in Springfield, MA

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Springfield, MA holiday rentals
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281 Holiday rentals and Airbnb in Springfield, MA

Best family friendly Springfield, MA holiday rentals

Among the 281 accommodations in Springfield, MA, here are the 4 best family friendly rentals

Cozy First Floor Apartment. Located In A Quiet Neighborhood. - Springfield, MA
9.4 10 reviews

Cozy First Floor Apartment. Located In A Quiet Neighborhood.

apartment, Chicopee
This two-bedroom apartment in Chicopee is situated in a quiet neighbourhood, just a short distance from shops, highways, and petrol stations.
The flat comes with a fully equipped kitchen, a terrace, and a garden, making it ideal for families or groups of up to five people looking for a comfortable base to explore the surrounding area.
Saint James Manor - Sleeps 24 In Style & Comfort With Parking - Springfield, MA
10 1 review

Saint James Manor - Sleeps 24 In Style & Comfort With Parking

apartment, Springfield
This Springfield apartment, situated in the McKnight district, is a short drive (under 5 km) from the Naismith Memorial Basketball Hall of Fame and the Indian Motorcycle Museum.
Sleeping up to 26 guests in 11 bedrooms and 5 bathrooms, this property boasts free Wi-Fi, on-site parking, and a fully equipped kitchen including a microwave oven, making it ideal for large groups visiting Springfield's attractions.
Townhouse With Pool Table - Renovated W/ King Bed - Springfield, MA
10 16 reviews

Townhouse With Pool Table - Renovated W/ King Bed

apartment, Chicopee
This Chicopee townhome, situated approximately 3.2 kilometres from Memorial Drive, offers easy access to shops, restaurants, and supermarkets including Walmart, Stop & Shop, and Big Y.
This three-bedroom, two-bathroom property boasts 111 square metres of living space, sleeping up to six guests and featuring a fully equipped kitchen, Roku TVs in each bedroom, a pool table, and a private backyard accessible from one bedroom.
Newly Beautiful  Renovated First Floor Apartment Getaway - Springfield, MA
9.2 5 reviews

Newly Beautiful Renovated First Floor Apartment Getaway

apartment, Springfield
This charming four-bedroom apartment is situated in Springfield, just 1.5 kilometres from Forest Park and a 6-minute drive from the Naismith Memorial Basketball Hall of Fame, making it a convenient base for exploring the city.
The apartment can comfortably accommodate up to eight guests and features a fully equipped kitchen, air conditioning, a Jacuzzi, and a barbecue for outdoor dining. The apartment also has a washer and dryer, free Wi-Fi, and on-site parking.

Best Springfield, MA holiday rentals with a pool

Among the 281 accommodations in Springfield, MA, here are the 2 best rentals with a pool

Hot Tub, Gym, Game Room! Luxe Estate In Longmeadow - Springfield, MA
No reviews

Hot Tub, Gym, Game Room! Luxe Estate In Longmeadow

apartment, Longmeadow
This Longmeadow apartment, situated near the Naismith Memorial Basketball Hall of Fame, offers convenient access to local attractions.
This seven-bedroom, four-bathroom property boasts 560 square metres of living space, including a private hot tub, swimming pool, and tennis court, accommodating up to six guests and providing access to family-friendly activities such as hiking and visits to the Springfield Science Museum and Forest Park Zoo.
Hot Tub, Gym, Game Room! Luxe Estate In Longmeadow - Springfield, MA
No reviews

Hot Tub, Gym, Game Room! Luxe Estate In Longmeadow

house, Longmeadow
This Longmeadow property, a seven-bedroom house, is situated 9.5km from the Eastern States Exposition and The Big E, and 16km from Bradley International Airport.
The 604 square metre residence boasts a private hot tub, swimming pool, fitness centre, and parking, comfortably accommodating up to eleven guests with four bathrooms and a fully equipped kitchen.

Frequently asked questions about holiday rentals in Springfield, MA

  • What are the top family-friendly attractions in Springfield, MA?

    The Springfield Museums are great for families, with their interactive exhibits and the Dr. Seuss National Memorial Sculpture Garden. Forest Park is another popular choice, with its zoo, botanical garden, and playgrounds. The Naismith Memorial Basketball Hall of Fame is also a fun place for kids, with its interactive exhibits and displays.
  • What are the best Airbnb and holiday rentals in Springfield, MA?

  • When is the best time to book a vacation rental in Springfield, MA?

    The best time to book a vacation rental in Springfield is in the spring or autumn, when the weather is pleasant and the crowds are smaller. If you're looking for a bargain, you can often find good deals in the winter, but be aware that some attractions may be closed during this time.
  • What are the most popular Airbnbs in Springfield, MA?

  • What events or festivals should visitors check out in and around Springfield, MA?

    The Big E, a large agricultural fair held in West Springfield, is a popular event in September. The Springfield Jazz & Roots Festival takes place in June and features live music and food vendors. The Springfield Pride Festival is held in June and celebrates the LGBTQ+ community.
  • What are the best holiday rentals with a pool in Springfield, MA?

    Picon Cozy, Upscaled Quiet Neighborhood- Modern 3 Bdrm and Welcome To Honey Spot are the best holiday rentals with a pool in Springfield, MA.

  • What are the best restaurants with local dishes in Springfield, MA?

    For local dishes, try The Student Prince, a historic restaurant serving German and American cuisine. Nathan's Famous is a classic hot dog joint. The Brickyard Pub serves up American comfort food with a modern twist.
  • What are the best rentals for families and kids in Springfield, MA?

    The best rentals for families and kids in Springfield, MA are Welcome To Honey Spot, Newly Renovated 2 Floor Apartment Getaway and Picon Cozy.

  • What are the best walking or cycling routes in Springfield, MA?

    The Connecticut River Walk is a scenic path that follows the Connecticut River. It's a great place for walking, running, or cycling. Forest Park also has a network of trails that are perfect for a leisurely stroll or a more challenging bike ride.
  • What are the best rentals or Airbnbs with a jacuzzi in Springfield, MA?

    The best vacation rentals or Airbnb with a jacuzzi in Springfield, MA are Entire Two Bedroom Apartment With Rooftop Deck, Newly-built Cozy Getaway and Cheerful 3 Bedroom/2 Bath Townhome.

  • Are there pet-friendly attractions in Springfield, MA?

    Yes, Forest Park is pet-friendly, with designated areas for dogs. The Springfield Museums allow service animals only.
  • What are the benefits of choosing a vacation rental in Springfield, MA?

    A vacation rental can offer more space and privacy than a hotel. They can also be a more affordable option, especially for families or groups. Many rentals are located in residential areas, which can give you a more authentic experience of the city.
  • What are the top sports attractions and facilities in Springfield, MA?

    The Naismith Memorial Basketball Hall of Fame is a must-visit for basketball fans. The Springfield Thunderbirds, a minor league hockey team, play at the MassMutual Center. Forest Park also has a number of sports facilities, including tennis courts, a golf course, and a swimming pool.

Popular destinations

Best Springfield, MA holiday rentals with a balcony

Landing Apartments - Stockbridge Court - Springfield, MA
No reviews

Landing Apartments - Stockbridge Court

apartment, Springfield
This Springfield flat is situated 3.86 kilometres from the Eastern States Exposition Centre and The Big E, with a private entrance and balcony.
This 67 square metre flat accommodates three guests, featuring air conditioning, complimentary high-speed Wi-Fi, a fully equipped kitchen with a fridge, and a seating area with a television.
Lake Congamond Suffield House - Springfield, MA
9.0 1 review

Lake Congamond Suffield House

house, Suffield
This Suffield holiday home is situated near Lake Congamond, approximately 18 kilometres from the Big E and Eastern States Exposition, and 19 kilometres from Wintonbury Hills Golf Course.
This three-bedroom property offers 158 square metres of living space, accommodating up to 11 guests, and features a fully equipped kitchen, garden, terrace, free Wi-Fi, and private parking; nearby activities include exploring Lake Congamond and visiting the Eastern States Exposition.
Cozy First Floor Apartment - Springfield, MA
9.7 15 reviews

Cozy First Floor Apartment

apartment, Chicopee
This Chicopee apartment is conveniently located just 14 kilometres from the Eastern States Expo Center and 14 kilometres from The Big E, making it a great choice for visitors to these attractions. The apartment has excellent user ratings and very good location and cleanliness ratings.
The two-bedroom apartment comfortably sleeps four guests and features a fully equipped kitchen with a fridge, microwave oven, and dishwasher. The apartment also has a private balcony, free parking, and free Wi-Fi, ensuring a comfortable and convenient stay.
Beautiful 4br 2 Bathroom House With Parking - Springfield, MA
10 13 reviews

Beautiful 4br 2 Bathroom House With Parking

apartment, Springfield
This family-friendly house is located in Springfield's Forest Park neighbourhood, just a short drive from the Titanic Museum and Springfield Armory. It has received excellent reviews from previous guests.
This spacious 185 square metre property has four bedrooms and two bathrooms, comfortably accommodating up to eight guests. It features a fully equipped kitchen, a terrace, a garden, and a jacuzzi, as well as high-speed internet and parking.

Best Springfield, MA holiday rentals with parking

A Cozy Place Away From Home - Springfield, MA
9.9 80 reviews

A Cozy Place Away From Home

apartment, Chicopee
This two-bedroom flat is located in a quiet neighbourhood in Chicopee, just 25 kilometres from Northampton, Umass Amherst, and Hampshire College. It has received excellent ratings for location, cleanliness, and user experience.
The property offers ample space for four guests and includes a fully equipped kitchen with a large kitchen island, separate dining and living areas, and a front porch. The flat also features air conditioning, a garden, parking, and internet access, making it an ideal choice for travellers looking for a comfortable and convenient stay.
Charming Colonial, 5 Beds, 3 Baths, 3,200+ Sq Ft - Springfield, MA
No reviews

Charming Colonial, 5 Beds, 3 Baths, 3,200+ Sq Ft

apartment, Springfield
This brand-new 2025 Colonial residence on Bay Street offers convenient access to Springfield's professional and medical districts, situated just 1.2 kilometres from the city centre.
This spacious 297-square-metre flat, suitable for up to eight guests, features five bedrooms, three bathrooms, high ceilings, air conditioning, and parking for over eight vehicles, with flexible rental options available for travelling professionals.
Cozy Haven-clean Home-free Parking-superhost! - Springfield, MA
9.5 52 reviews

Cozy Haven-clean Home-free Parking-superhost!

apartment, Springfield
This Springfield property is located in a peaceful neighbourhood, just a short distance from the city's main attractions. The surrounding area is quiet and tranquil, offering a welcome escape from the hustle and bustle of city life.
This spacious house has three bedrooms and one bathroom, comfortably accommodating up to eight guests. The property features a fully equipped kitchen, a large garden with a patio, and parking, making it ideal for families or groups.
City Vibes Walk To Night Life And Casino 3bedrms 5beds. 1.5baths. Group Stay - Springfield, MA
No reviews

City Vibes Walk To Night Life And Casino 3bedrms 5beds. 1.5baths. Group Stay

apartment, Springfield
This flat in Springfield's South End district is a 10-minute walk from the Naismith Memorial Basketball Hall of Fame and the Titanic Museum, and a short drive from the Connecticut River and Forest Park.
Guests will appreciate the complimentary Wi-Fi, air conditioning, and essential amenities including a dryer, iron, and hairdryer, making this a convenient base for exploring Springfield.
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