
Holiday rentals in Springfield
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Top-rated holiday rentals in Springfield
Guests agree: these stays are highly rated for location, cleanliness and more.

The Creation Station
Welcome to The Creation Station. I am your host John. The Creation Station was built with love and care by me with my friends and family. Amenities? Update! We just installed an 8 person hot tub! Plus our pool, jacuzzi tub, projector, giant deck and a stage with sound system, drums amps and karaoke input. The most unique amenity though is The Enchanted Forest. A lit trail surrounding the property. Fun for kids of all ages! Please let me know how I can make your stay amazing. See you soon! John

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

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.

AirbytheStream waterfront, private, clean and cozy
Beautiful private camper with outdoor deck on the water. All the creature comforts but half the price. Very private yet 15 minutes to Northampton or Easthampton. Kitchen sink, 2 burner stove, refrigerator, toilet and shower, one queen bed and twin bunk beds, dinette can also turn into a bed. Pots and pans, silverware and cooking utensils are provided. Camper has power and water as well as heat and air conditioning. There is a Blackstone griddle for outdoor cooking.

Bedroom Forest View I Sauna I Fire-pit I Trails
Escape to a secluded custom built tiny house nestled amongst old pines and the Umpachene River. Inside, rustic charm meets modern comfort with 2 lux queen-sized beds, a well-equipped kitchen and bathroom, a massive bedroom forest view and a private sauna. Outside the home you can find a cozy fire-pit, trails that lead down to the river, and a dining table for all your meals. Go out for a day of hiking and exploring, and come back to unwind to sounds of nature.

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!

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.

NE Historical Mansion-pets and pet lovers welcome
Enjoy seamless check-in and a private 1,000 sq ft space on the third floor of our historic Victorian home. Includes 2 bedrooms, bathroom, open hallway, and a combined living/dining/kitchenette area (no sink). Pet-friendly, updated, and comfortable year-round. Accessed via the back staircase; only the entry/hallway is shared. 3rd and Top floor is strictly for guests only. Just 5 min to I-91 and Pike, 15 min to Northampton 15 min to Big E.

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.

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!

Cozy studio loft
Cozy studio apartment in a quiet, wooded setting in Tolland, CT—just minutes from I-84 and 15 minutes to UConn. Sleeps 2–4 with a queen bed and optional mattress. Includes full kitchen, bathroom, fast Wi-Fi, private entrance, and easy self check-in. Free Level 2 EV charging and plenty of parking. Ideal for short or extended stays. No pets, no smoking, no parties.
Popular amenities for Springfield holiday rentals
Other great holiday rentals in Springfield

A cozy place away from home

Cozy Hall of Fame Gem

Tiny House on Big, Pet-Friendly Farm

Historic Railroad Caboose - Unique CT Farm Escape

Home Away from Home

Central New 2BR Near Six Flags & MGM Casino

2 bedroom Glamorous Waterfront Home

Great Home Office and Chef's Kitchen in Longmeadow
When is the best time to visit Springfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $142 SGD | $140 SGD | $130 SGD | $146 SGD | $163 SGD | $159 SGD | $163 SGD | $160 SGD | $163 SGD | $163 SGD | $163 SGD | $152 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
Are there family-friendly vacation rentals in Springfield?
Springfield has more than 110 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in bed and breakfast rentals in Springfield?
Experience the best of Springfield with our bed and breakfast rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Springfield?
Four-legged friends are welcome in Springfield. Choose from more than 90 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Springfield?
Yes! Work meets play with ease at over 150 vacation rentals in Springfield featuring dedicated workspaces. Stay connected and productive in your home away from home.
Where should I stay in Springfield?
Make yourself at home in Springfield by choosing from our most frequently booked neighborhoods. We have over 240 vacation rentals in Indian Orchard, over 200 vacation rentals in South End, and over 40 vacation rentals in Boston Road.
Do bed and breakfast rentals in Springfield have air conditioning?
Absolutely! We offer over 10 bed and breakfast rentals with air conditioning in Springfield. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Springfield have a kitchen?
Absolutely! We offer over 60 apartment rentals with a kitchen in Springfield. Enjoy a tailored experience with all the comforts you desire.
Do bed and breakfast rentals in Springfield have wifi?
Absolutely! We offer over 10 bed and breakfast rentals with wifi in Springfield. Enjoy a tailored experience with all the comforts you desire.
Do bed and breakfast rentals in Springfield have free parking?
Absolutely! We offer over 10 bed and breakfast rentals with free parking in Springfield. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Springfield?
Enhance your stay in our House Rentals with the most popular amenities: over 130 homes with a kitchen, over 150 homes with wifi, over 140 homes with air conditioning, over 120 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
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 $38 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
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- Rentals with a washing machine and dryer Springfield
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- Rentals with a firepit Springfield
- Bed and breakfasts Springfield
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- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Mohegan Sun
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Taconic State Park
- Sleeping Giant State Park
- Mount Southington Ski Area
- Ski Sundown
- Norman Rockwell Museum
- Naumkeag
- Berkshire Botanical Garden
- University of Connecticut
- Dcu Center
- Hancock Shaker Village
- Wesleyan University
- Devil's Hopyard State Park
- Mount Holyoke College




