Holiday houses in Springfield

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Top-rated holiday rentals in Springfield

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Superhost
A spacious living room features a comfortable futon and a flat-screen TV mounted on the wall. Natural light filters through the white curtains, illuminating the wooden flooring. A potted plant adds a touch of greenery, with an open doorway leading to a dining area visible in the background.
Apartment in West Springfield
4.76 out of 5 average rating, 55 reviews

Cozy First-Floor Retreat with Modern Comforts

Discover the perfect blend of comfort and convenience in our apartment. This cozy retreat offers a welcoming atmosphere with modern amenities to make your stay memorable. Relax in the tastefully decorated living space, unwind in the well-appointed bedroom, and enjoy the fully equipped kitchen. Located in a prime neighborhood, you'll have easy access to local attractions and city life. Whether you're here for business or leisure, this apartment provides a delightful home away from home experience

Superhost
A two-story house is framed by a well-kept yard, displaying a light green exterior and a contrasting stone accent. A wooden fence borders the property, providing added privacy. Surrounding trees indicate a natural setting, with seasonal foliage partially visible.
Home in Springfield
4.68 out of 5 average rating, 132 reviews

Vincent house is a sweet place.

About this place Home is located in a nice neighborhood. The apartment is on the first floor. There are tenant living on the second floor. It has 2 bedrooms with queen size beds. It has a fully equipped kitchen, spacious living room and one bathroom. Living room has a full pull out bed from the sleeper couch. There is laundry room with washer and dryer that is shared with 2nd floor tenant. Parking is on the street. Discount for long term stay. Absolutely no smoking inside or anywhere outside.

Guest favourite
Home in Springfield
4.78 out of 5 average rating, 9 reviews

Safe & Quiet 3BR Cape: Sunroom Office + Yard

Welcome to The Allen Ridge Retreat. Tucked away in East Forest Park—Springfield’s most desirable and safest ("A" rated) neighborhood—this classic Cape Cod offers the peace of the suburbs with the pulse of the city just minutes away. Medical professionals seeking deep rest after a shift at Baystate, a family cheering on a WNEU grad, or explorers visiting The Big E, our home is your safe, and spotless sanctuary featuring gleaming hardwood floors, a dedicated sunroom office, and private backyard.

Guest favourite
A spacious sleeping area features a large bed dressed in olive green linens. A decorative wall art piece of a cow is displayed above the bed. Natural light enters the room through a nearby doorway, while a small plant adds a touch of greenery.
Guest suite in Springfield
4.91 out of 5 average rating, 157 reviews

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!

Top Guest favourite
A dining table is set with blue and white patterned bowls, layered on white plates. A floral placemat with muted colors is visible beneath. Fresh sunflowers are arranged in a glass vase, providing a natural touch to the inviting table setting.
Home in Longmeadow
4.95 out of 5 average rating, 19 reviews

Great Home Office and Chef's Kitchen in Longmeadow

Spacious 3BR/1.5BA home with one king & two queen beds, with three Roku TVs & AC. Chef's kitchen is fully stocked and features SubZero fridge, and new appliances. Expansive office with dual monitors & printer, perfect for remote work. Relax in the living room with a 75" TV or unwind in the fully fenced-in backyard with hammock & gazebo. Basement bedroom with private half-bath. Garage and driveway parking included. Relax with the whole family at this peaceful place to stay. The home has stairs.

Guest favourite
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
4.82 out of 5 average rating, 28 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! 🏠👍

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, 138 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.

Superhost
Apartment in Springfield
5 out of 5 average rating, 3 reviews

Brand New Studio Brownstone On A Historic St!

Indulge in the charm of this centrally located, renovated basement studio apartment set within a historic townhouse. The space features an open living area with new flooring, a brand-new kitchen and bathroom, a dishwasher, garbage disposal, high-speed internet, permit-only street parking, and access to a furnished backyard. Ideally located in downtown Springfield, this inviting retreat is within walking distance of the city’s most popular attractions.

Guest favourite
A spacious living room features a dark grey sofa and a patterned armchair. A wooden coffee table sits on a light area rug, while large windows allow ample natural light. Decorative curtains frame the windows, and a plant adds a touch of greenery to the space.
Apartment in Holyoke
4.87 out of 5 average rating, 89 reviews

Sunny Serenity in the Highlands

Our space offers a Boho atmosphere while offering the amenities you may desire away from home. With private work spaces, high speed Wi-Fi, and a peaceful location, remote work is well suited! Quick access to I91 & I90 and short walk to Community Field , Anniversary Hill, historic Scotts Tower, as well delicious Nick's Nest, and Holyoke Hospital. A short drive to wedding venues, biking/hiking trails, hospitals,and college/university campuses

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, 218 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
A charming brick exterior of the retreat features multiple large windows and a welcoming front entrance. Lush green grass surrounds the property, with decorative landscaping elements visible, including flowering plants. Solar panels are situated on the roof, reflecting an eco-friendly design.
Guesthouse in Enfield
4.94 out of 5 average rating, 72 reviews

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.

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 Forest Park
4.91 out of 5 average rating, 103 reviews

3BR Pet friendly near Hospitals,Six Flags, Big E

Welcome to our newly renovated, pet-friendly 3-bedroom apartment on the second floor! This cozy and modern space is perfect for families, friends, and pet lovers looking for a comfortable stay. Relax in the spacious bedrooms, cook in the fully equipped kitchen, and enjoy a warm, homey atmosphere. Your furry friends are always welcome in our pet-friendly haven!

Popular amenities for Springfield holiday rentals

When is the best time to visit Springfield?

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Frequently Asked Questions

  • What are the most popular amenities for House Rentals in Springfield?

    Enhance your stay in our House Rentals with the most popular amenities: over 150 homes with wifi, over 130 homes with a kitchen, over 120 homes with free parking, over 140 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Springfield have a kitchen?

    Absolutely! We offer over 130 house rentals with a kitchen in Springfield. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly house rentals in Springfield?

    Four-legged friends are welcome in Springfield. Choose from more than 40 house rentals for guests traveling with pets.

  • Are there apartment rentals with a dedicated workspace in Springfield?

    Yes! Work meets play with ease at over 20 apartment 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 40 vacation rentals in Boston Road, over 230 vacation rentals in Indian Orchard, and over 190 vacation rentals in South End.

  • 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.

  • Do house rentals in Springfield have air conditioning?

    Absolutely! We offer over 140 house rentals with air conditioning in Springfield. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Springfield have wifi?

    Absolutely! We offer over 50 apartment rentals with wifi in Springfield. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly apartment rentals in Springfield?

    Springfield has more than 30 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Springfield?

    Experience the best of Springfield with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Quick stats about holiday rentals in Springfield

  • Total holiday rentals

    Explore 250 holiday rentals in Springfield

  • Nightly prices starting at

    Springfield holiday rentals start at $45 AUD per night before taxes and fees

  • Verified guest reviews

    Over 11,030 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 80 rentals that welcome pets

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wi-Fi availability

    240 of Springfield holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Springfield rentals

  • 4.7 Average rating

    Springfield stays receive an average rating of 4.7 out of 5 from guests