
Vacation rentals in Springfield
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Top-rated vacation rentals in Springfield
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Mid-Century Glass Octagon in the Berkshires
This architectural gem with wrap-around glass windows welcomes guests with its uniquely-designed, informal interior set on 7 private woodland acres. Cozy up around the wood-burning fireplace with floor to ceiling windows as a backdrop, or sit on the expansive deck around the firepit gazing at the stars. Use as a home base for the wonderful cultural and outdoor activities in the area, or enjoy nature in luxury without ever leaving home. *Book midweek for discounted rates IG@midcenturyoctagon

Romantic Getaway at The Lake!
Beautiful year round getaway! Relax and have a glass of wine by the lake. Wake early to enjoy the sun rising directly over the lake with a fresh cup of coffee. Enjoy direct lake access on a trophy bass lake including a beautiful dock. Hot tub overlooking the water open year round. Enjoy dinner in front of beautiful gas fireplace. Amazing sunrises and colorful sunsets. The location and amenities make for a fantastic romantic getaway for two! Centrally located 30 minutes from the Mohegan Casino.

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! 🏠👍

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)

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.

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.

Lovely 1 Bedroom w private entrance
Ground floor apartment with private entrance and parking on a quiet circle road. The apartment includes a "mini kitchen" with microwave, small fridge with freezer, and some kitchen basics. The unit also includes a washer and dryer! Recently renovated private bathroom. Very centrally located, 15 mins from Downtown Northampton and Springfield, 20 minutes to Amherst, central to all area colleges, and 1 hour from the beauty of the Berkshires! All are welcome!

Clean/Spacious 1 bedroom house! (w/parking & yard)
You have the entire space to yourself. Newly painted. Newly refinished hardwood floors throughout. Dining room, Living Room and Kitchen and Front porch, back porch and fenced-in Backyard all for your use. ~Pet fee is $100 for up to 1 pet, $40 for additional pet[per night, they are added guests]~{please add them in your guest count, as I prepare for their stay, as well!} ~ MAXIMUM PETS ALLOWED IS 2 ~ LEVEL 2 EV charger & Tesla adapter AVAIL upon request

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.

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.

Thompson stay or extended stay retreat
Newly remodeled 2nd floor space. Centrally located to major highways, downtown Springfield with the newly opened MGM casino. It's a fantastic spot in the city! Large master bedroom, second bedroom, full kitchen, claw foot bath tub, washer and dryer included. Secure parking. Extended stay is welcomed. No more than 4 people, including children. Additional fee will be charged.
Popular amenities for Springfield vacation rentals
Other great vacation rentals in Springfield

Handcrafted Timber Frame Cabin Retreat

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

Ezekiel's Palace 24th

Cozy Apartment

Solitude Springfield

2 bedroom Glamorous Waterfront Home

Safe & Quiet 3BR Cape: Sunroom Office + Yard

Backyard Tiny House in the Woods
When is the best time to visit Springfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €105 | €104 | €101 | €100 | €111 | €109 | €111 | €110 | €111 | €111 | €111 | €104 |
| 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.
Quick stats about vacation rentals in Springfield

Total vacation rentals
Explore 260 vacation rentals in Springfield

Nightly prices starting at
Springfield vacation rentals start at €26 per night before taxes and fees

Verified guest reviews
Over 11,620 verified reviews to help you choose

Family-friendly vacation rentals
110 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 90 rentals that welcome pets

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wi-Fi availability
260 of Springfield vacation 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
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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
- Bash Bish Falls State Park
- Taconic State Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Kent Falls State Park
- University of Connecticut
- Powder Ridge Mountain Park & Resort
- Dcu Center
- Sleeping Giant State Park
- Ski Sundown
- Wesleyan University
- Mount Southington Ski Area
- Clark University
- Naumkeag
- University of Massachusetts Amherst
- Norman Rockwell Museum
- Smith College
- Massachusetts Museum of Contemporary Art





