
Holiday rentals in Springfield
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Top-rated holiday rentals in Springfield
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Rustic Pond Cabin: Nature, Stars & Serenity
Serene rustic cabin in Colebrook, Ct in beautiful Litchfield County! Cozy King bed under skylight, queen downstairs, woodstove and all the comforts of home. Pure clean pond- swim, fish, canoe n kayak! Sits far from main roads on quiet back road. Can walk, run or bike to local trails or stay and walk the trail around the pond, have campfires outside in firepit! Cleaned by me, no crazy rules. Surrounded by nature! Private Great WIFI! Close to ski resorts, dispensaries and amazing Berkshires!

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.

Apt near Big E, Six Flags, Bradley airport
Welcome to our charming and stylish upstairs apartment, perfect for a cozy retreat! Enjoy the privacy of having the entire space to yourself. Access the apartment directly through the back entrance, up the outdoor staircase. We're conveniently located just a 10-minute drive from Bradley International Airport. Inside, you'll find: - A comfortable bedroom with a Queen-sized bed, complete with fresh linens - A fully stocked kitchen, equipped: Pots, pans, baking dishes, etc Washer and dryer

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 & Spacious Single Family Home
Welcome to a quiet and comfortable home away from home, located just minutes from Forest Park. This spacious property is ideal for families, groups, and professionals looking for a relaxing and convenient stay. Your safety and comfort are a priority! - All surfaces are thoroughly cleaned using CDC-approved disinfectants - All bedding and linens are washed in hot water after every guest - Fresh towels, linens, and pillows are provided for each stay

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.

Close AirPort|SixFlags|Big E|Free Private Parking
Escape to Pineside Retreat in Enfield, CT—a tranquil haven blending comfort and nature. Conveniently located 20 minutes from Bradley Airport and MGM Springfield Casino, 15 minutes from Six Flags, 22 minutes from Holyoke Mall, 5 minutes from Scantic River State Park, and 10 minutes from Windsor Locks Canal State Park. Perfect for professionals or adventurers seeking relaxation in a cozy, rustic-modern retreat.

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!
Popular amenities for Springfield holiday rentals
Other great holiday rentals in Springfield

A cozy place away from home

Pet Friendly Cozy Home for Work/Leisure

Tiny House on Big, Pet-Friendly Farm

Historic Railroad Caboose - Unique CT Farm Escape

Eden House: A Cozy Home

2 bedroom Glamorous Waterfront Home

Central New 2BR Near Six Flags & MGM Casino

Cozy First-Floor Retreat with Modern Comforts
When is the best time to visit Springfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹10,458 | ₹10,271 | ₹9,524 | ₹10,738 | ₹11,952 | ₹11,672 | ₹11,952 | ₹11,765 | ₹11,952 | ₹11,952 | ₹11,952 | ₹11,205 |
| 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 ₹2,801 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
Destinations to explore
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- Rentals with a washing machine and dryer Springfield
- Rentals with outdoor seating Springfield
- Rentals with a fireplace Springfield
- Pet-friendly rentals Springfield
- Rentals with breakfast Springfield
- Rentals with a firepit Springfield
- Bed and breakfasts Springfield
- House rentals Springfield
- Flat rentals Springfield
- Family-friendly rentals Springfield
- Rentals with a patio Springfield
- 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




