Holiday rentals in Springfield

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Springfield

  • Total holiday rentals

    Explore 260 holiday rentals in Springfield

  • Nightly prices starting at

    Springfield holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 11,620 verified reviews to help you choose

  • Family-friendly holiday rentals

    110 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 90 rentals that welcome pets

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

  • Wifi availability

    260 of Springfield holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Springfield rentals

  • 4.7 Average rating

    Springfield stays receive an average rating of 4.7 out of 5 from guests

Top-rated holiday rentals in Springfield

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

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

Private 2BR Apt. Bright & Cozy, Prime Location

Fully private 2BR apt., great location & near 91 but in a quiet well-rooted neighborhood, modern and renovated, your own entrances and private porch, access to fenced yard. Sleeps up to 6. Free Internet/New Full Bath/ Full Kitchen, wash/dryer. Near MGM, Baystate, Mercy, Holyoke Hospitals, Elms College, Basketball Hall Fame, Mall, Eastern States, Jazz Fest, and Amherst. 2nd flr. Apt. In 3-family home with normal noise. Great for families, professionals, traveling nurses etc. Small pets for fee.

Guest favourite
A modern kitchen features white cabinetry and stainless steel appliances, including a large refrigerator and an oven with a microwave above. An island with bar stools provides additional seating, while natural light filters through a nearby window, illuminating the wood flooring.
Flat in Springfield
4.93 out of 5 average rating, 130 reviews

Renovated Pet-Friendly 3BR Near Six Flags & Casino

Welcome to our renovated 3 BR bedroom apartment, thoughtfully designed for a cozy and modern stay. Ideal for families and friends, home-away-from-home atmosphere with spacious bedrooms and a fully equipped kitchen for your convenience. The apartment is located on the second floor and offers added privacy. Enjoy easy access and a prime location close to downtown, casinos, museums, Six Flags, The Big E, and local hospitals. For your convenience, two parking spaces are provided in the driveway.

Superhost
A cozy bedroom showcases a plush bed topped with decorative pillows featuring a floral pattern. A wooden accent wall adds warmth, while a low dresser and round mirror complement the space. A wall clock and small decor items enhance the room's functionality and style.
Guest house in Agawam
4.8 out of 5 average rating, 51 reviews

Studio ADU Guesthouse near Six Flags

Get ready for thrills and adventure! 🏞️🏰 Our cozy retreat is the perfect base for your Six Flags getaway! 🚗 Located just minutes away from the park, our home offers: Comfortable bedroom with plush bed Fully equipped kitchen for meal prep Relaxing living area for downtime Parking for your convenience Unwind after a day of roller coasters and excitement, and get ready to do it all again the next day! 😎 Book your stay with us and make your adventure unforgettable! 🏠👍

Top guest favourite
Home in West Springfield
4.98 out of 5 average rating, 63 reviews

3 Bed 2 Bath house in West Springfield.

3 bedrooms/2 baths private house located in West Springfield. 1st floor: Full Kitchen, Dining Room, Living Room, one bath with standing shower, washer&dryer; 2nd floor: 3 Bedrooms(queen size bed each) and one full bath. Parking for up to 4 cars on driveway. Self check in with keypad lock. Close to nearby restaurants, schools, shopping and other more. Easy access to Westfield, Agawam & Springfield Big E - 6min (2.3miles) Baystate - 9min(3.7miles) Six Flags-13min(6.5miles)

Top guest favourite
Home in Chicopee
5 out of 5 average rating, 30 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 comfortable studio space is highlighted by a plush queen bed adorned with white bedding, positioned beside a cozy fireplace. Soft light is provided by a bedside lamp, while a fan offers air circulation. Neutral tones and warm accents create a welcoming ambiance.
Flat in Wilbraham
4.99 out of 5 average rating, 154 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.

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.
Flat in Chicopee
4.96 out of 5 average rating, 135 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.

Top guest favourite
A serene riverside deck features two striped lounge chairs, positioned for optimal views of the Connecticut River. Lush greenery frames the scene, and flower pots add a touch of elegance. The wooden deck offers a natural and inviting space to relax by the water.
Home in Agawam
4.97 out of 5 average rating, 244 reviews

Sunrise on the Water's Edge - Riverside Bungalow

Cozy riverside bungalow celebrates panorama views of the peaceful Connecticut River. Multiple levels of outdoor living space, open-air and screened-in. Just minutes from all major points of interest in the Pioneer Valley - including Six Flags New England, MGM Casino Complex, Big E Fairgrounds, Basketball Hall of Fame, and the Greater Springfield Metro area. Only 20 minutes from Bradley International Airport (BDL) in Windsor Locks.

Guest favourite
Bungalow in Longmeadow
4.78 out of 5 average rating, 250 reviews

Elegant 3BR Longmeadow Home| Sauna| Near Big E

Welcome to your peaceful Longmeadow retreat—perfect for families visiting loved ones, Springfield events, or trips to The Big E. This charming 3BR bungalow features a wood-burning fireplace, outdoor barrel sauna, private backyard, and uplifting artistic touches. Located across from a quiet park and minutes from Springfield, the MassMutual Center, and Eastern States Exposition, it offers a relaxing place to recharge after a busy day.

Top guest favourite
Home in Tolland
4.98 out of 5 average rating, 66 reviews

Backyard Tiny House in the Woods

Cozy rustic tiny house nestled in the forest behind our home. Enjoy a private wooded setting, warm wood interiors, and an arched ceiling that opens the space. Climb to the loft for a comfy queen bed and peaceful views of the trees. A simple, quiet retreat perfect for unwinding in nature. The stairs to the loft are very steep and the ceiling is low up there. It would not be ideal for for children or those who can’t climb the stairs.

Superhost
A serene riverside deck overlooks the calm waters of the Connecticut River. The space features wooden railings and is surrounded by lush greenery, with a few bare trees reflecting the change of seasons. The peaceful landscape offers a quiet spot for relaxation.
Cottage in Enfield
4.84 out of 5 average rating, 198 reviews

Hilda’s Riverside Retreat

Amazing Newly renovated Airbnb! Nestled along the meandering, Connecticut River, beautiful veiw! “Just what the doctor ordered”. And just a stone’s throw away from Downtown Springfield, MGM and Hartford. Whether you are visiting the Knowledge Corridor to visit any of the 30+ universities and liberal arts colleges, business or pleasure, This waterfront property is cozy and offers every amenity you left at home!

Superhost
Flat in Springfield
4.79 out of 5 average rating, 14 reviews

Solitude Springfield

Welcome to this spacious, stylish, and centrally located home in the heart of Springfield. You are only: ✦ 5 mins away from MGM Grand Casino ✦ 5 mins away from the Basketball Hall of Fame ✦ 5 mins away from The Amazing World of Dr. Seuss Museum ✦ 15 mins away from Six Flags New England And you'll enjoy: ✦ Free parking in front of property ✦ Smart TVs in every bedroom ✦ High Speed Internet ✦ Blackout Blinds

Popular amenities for Springfield holiday rentals

When is the best time to visit Springfield?

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Frequently Asked Questions

  • What are the best places to stay in Springfield?

    Downtown Springfield draws many guests for its walkability and access to major museums, restaurants, and Riverfront Park. Areas near Forest Park and the Quadrangle are also frequently suggested for their neighborhood charm and green spaces.

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

    Kids can explore the Amazing World of Dr. Seuss Museum, discover hands-on science at the Springfield Science Museum, or enjoy nature programs at The Zoo in Forest Park. Carousel rides and public playgrounds also create lasting memories.

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

    Springfield has interactive museums, including the Springfield Museums and the Amazing World of Dr. Seuss Museum, as well as the Naismith Memorial Basketball Hall of Fame. Forest Park features botanical gardens and seasonal activities, inviting visitors to explore outdoor spaces year-round.

  • How is the weather in Springfield?

    Springfield’s winters are cold, often 19–35°F (-7–2°C), with potential snowfall, while summers are warm, typically near 64–85°F (18–30°C) and humid. Late spring and early fall bring milder temperatures and vibrant foliage.

  • When is the best time to visit Springfield?

    Late spring through early fall is often recommended for mild temperatures, outdoor festivals, and green parks. Cooler months invite citywide holiday events and winter displays, especially around Forest Park.

  • What are the best places to visit in Springfield?

    Explore the Springfield Museums, the vibrant Amazing World of Dr. Seuss Museum, and the Naismith Memorial Basketball Hall of Fame. Forest Park and the city’s historic Quadrangle district showcase culture, recreation, and green spaces.

  • What are some hiking trails in Springfield?

    Springfield has walking and hiking trails throughout Forest Park, with accessible paved paths and wooded routes. The Connecticut River Walk and Bikeway also draws those interested in riverside scenery and birdwatching.

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

    Families can explore the Springfield Science Museum, meet animals at The Zoo in Forest Park, or enjoy hands-on exhibits at the Amazing World of Dr. Seuss Museum. Seasonal events and playgrounds around the city create opportunities for shared adventures.

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

    Popular options include exploring the scenic Berkshire towns for art and nature, visiting local apple orchards during the harvest season, or discovering small museums and historic villages around western Massachusetts. Outdoor enthusiasts can also find state parks and garden trails near the city.

  • Are there any pet friendly accommodations available in Springfield?

    Many Springfield vacation rentals welcome pets, especially in neighborhoods like Forest Park and near open spaces. Parks such as Van Horn Park make it easy to enjoy time outdoors with dogs.

  • What are some local tips for visiting Springfield?

    Consider exploring neighborhood festivals and local farmers' markets for regional flavors and crafts. Downtown garages and lots generally have weekend parking, and neighborhoods around the Quadrangle invite relaxed walking for art and history lovers.

  • What is Springfield known for?

    Springfield is known as the birthplace of basketball and is home to the Naismith Memorial Basketball Hall of Fame. The city also has strong literary connections through Dr. Seuss, and its museums highlight diverse artistic and scientific traditions.

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

    Art enthusiasts sometimes discover The George Walter Vincent Smith Art Museum's lesser-known collections, while local parks like Van Horn Park provide quiet green spaces. Unique murals and small galleries around the Mason Square area also spark curiosity.

  • What are the best foods to try in Springfield?

    Springfield is known for multicultural cuisine, including Latino, Italian, and Greek dishes, alongside locally rooted specialties like grinders and New England-style pizza. Pastry shops, delis, and independent restaurants highlight traditional and contemporary flavors.

  • What should I bring for a trip to Springfield?

    Pack layers for changing temperatures, especially during spring and fall, and a rain jacket due to frequent rainfall through the year. Comfortable shoes are helpful for exploring parks, museums, and walking routes.

  • What is the nightlife in Springfield like?

    Springfield has a lively mix of bars, lounges, and live music venues, especially around downtown and the Entertainment District. Comedy clubs, dance spots, and local breweries contribute to a welcoming, energetic scene.

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

    The city hosts festivals such as the annual World's Largest Pancake Breakfast and Bright Nights at Forest Park during the winter season. Locals and visitors also gather for cultural parades and the Hoop City Jazz & Art Festival in summer.

  • Are there family friendly vacation rentals in Springfield?

    Springfield has family-friendly vacation rentals throughout neighborhoods like Forest Park, Sixteen Acres, and East Forest Park. Many provide child-focused amenities and are near parks and local attractions.