Holiday rentals in Springfield
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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 11,770 verified reviews to help you choose
Family-friendly holiday rentals
110 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 100 rentals that welcome pets
Holiday rentals with a pool
10 properties feature pools
Rentals with dedicated workspaces
160 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.
Luxury studio apartment-walkout basement
Located in a quiet neighbor hood in Sixteen acres springfield, this luxury studio was created with you in mind! The bathroom is loaded with spa like amenities include a rain head shower, and heated floors. Located 7 minutes from Western New England University, 13 minutes from Springfield College and American International College. Also conveniently close to many restaurants and shopping amenities. The perfect stay for a traveling nurse or a business trip or even as the home base for a getaway!
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!
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.
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.
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.
Home near Six Flags/ hot tub
Escape to our picturesque haven, perfectly situated just minutes from Six Flags thrill rides! This spacious, 11-person retreat combines rustic elegance with modern comforts, ensuring an unforgettable getaway. Unwind under starry skies in our bubbling hot tub, backyard includes patio furniture. This apartment sleeps comfortably up to 11 guests- 3 bedroom. 1st Bedroom - 2 queen beds (master suit) 2nd Bedroom - twin, queen 3rd Bedroom - bunk: twin over full, twin
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.
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.
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.
Windy Top Cottage ~ A Romantic "European" Getaway
The Windy Top Cottage is an old stone building constructed in 1932 by H. L. Bitter, a wealthy Hartford businessman. This area of Granby was a favorite of the Hartford elite for a place to 'summer' in the early part of the 20th Century. The cottage was the quarters for the domestic staff while the family was in North Granby. With an elevation of 970, we offer clean, fresh country air!
Beautifully Renovated Riverfront Apartment Home
Unwind at this fresh, fully renovated riverfront apartment home with stunning views of the Connecticut River. This home is one of three private apartments located in a 3-family building. The space has been designed with the traveler in mind to be new, clean and very peaceful. This home has absolutely everything you will need for your stay.
Quiet 2 Bedroom - near Big E, Massmutual, Six Flag
You will love this newly renovated 2-BDRM apartment at the borderline of East Longmeadow and Forest Park. Your home away from home, all you need to do is unpack your luggage and get comfortable. Enjoy a cup of coffee on the porch, make a meal in the full, or watch a movie on the Smart TV.
Popular amenities for Springfield holiday rentals
Other great holiday rentals in Springfield
Private 2BR Apt. Bright & Cozy, Prime Location
Cozy Hall of Fame Gem
Cheerful 3 bedroom/2 bath townhome!
Ezekiel's Palace 24th
4000 Square Ft Spanish Inspired Colonial Revival
Cozy First-Floor Retreat with Modern Comforts
Nana's house
Warm 3 BR house w/ fenced yard close to everything
When is the best time to visit Springfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $156 SGD | $155 SGD | $150 SGD | $149 SGD | $165 SGD | $161 SGD | $165 SGD | $163 SGD | $165 SGD | $165 SGD | $165 SGD | $155 SGD |
| Avg. temp | -3°C | -1°C | 3°C | 10°C | 16°C | 20°C | 24°C | 23°C | 18°C | 12°C | 6°C | 0°C |
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.
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- Mohegan Sun
- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Taconic State Park
- Bash Bish Falls State Park
- Kent Falls State Park
- Bousquet Mountain Ski Area
- University of Connecticut
- Mohawk Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Dcu Center
- Ski Sundown
- Wesleyan University
- Naumkeag
- Clark University
- University of Massachusetts Amherst
- Norman Rockwell Museum
- Mount Southington Ski Area
- Smith College
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