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Holiday houses 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 $43 AUD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    Find 90 rentals that welcome pets

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

  • Wi-Fi availability

    260 of Springfield holiday rentals include Wi-Fi 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
Home in Springfield
5 out of 5 average rating, 12 reviews

Lemnos Experience/Game RM/MGM/BigE/Garage/king bed

A peaceful, cozy, family-friendly retreat prioritizing safety and comfort. Our stylish space offers a luxurious yet welcoming atmosphere, ideal for relaxing and creating memories with loved ones. Conveniently located at sixteen Acres near Springfield Basketball Hall of Fame, Western New England, MGM Casino, Big E, Forest Park, Massachusetts Mutual, Six Flags, Bradley Airport, and just 45 minutes from the Berkshires and 30 minutes to UMass Amherst. Perfect for friends and families experiences!

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.
Apartment in Springfield
4.93 out of 5 average rating, 131 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.

Top Guest favourite
Tiny home in Mansfield
5 out of 5 average rating, 19 reviews

Handcrafted Timber Frame Cabin Retreat

Escape to the woods and slow things down at this beautifully handcrafted timber frame cabin, tucked away among towering trees and nature’s quiet. Built with exposed beams, natural wood, and timeless craftsmanship, this cabin blends rustic charm with modern comfort—perfect for a romantic getaway, creative retreat, or unplugged weekend escape. Whether you’re looking to reconnect, recharge, or simply enjoy the beauty of the forest, this timber frame cabin offers a warm and memorable escape.

Top Guest favourite
Home in Springfield
5 out of 5 average rating, 13 reviews

4000 Square Ft Spanish Inspired Colonial Revival

Spacious retreat minutes from MGM Casino, Downtown Springfield, CT Riverfront, Dr. Seuss Museum, Basketball Hall of Fame, train station, and Baystate Hospital. 6 bedrooms, 2 living rooms, study, sunroom, dining for 8, 2 fireplaces, exercise room, and upper & lower patio lounges. Ideal for holidays, reunions, engagements, or intimate weddings. Relocating doctors, traveling nurses, insurance stays. Week stays preferred; shorter stays available on request. Weekly/Monthly discounts given.

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.
Guesthouse 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! 🏠👍

Guest favourite
Home in Chicopee
5 out of 5 average rating, 32 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.
Apartment in Wilbraham
4.99 out of 5 average rating, 156 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 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, 257 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
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, 137 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, 245 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
4.99 out of 5 average rating, 67 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.

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.