Vacation rentals in Springfield

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Top-rated vacation rentals in Springfield

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Top guest favorite
A serene pond reflects the white cottage and surrounding trees, creating a tranquil scene. Wildflowers and grasses frame the water's edge, while lush greenery enhances the natural beauty of the area. The peaceful environment is ideal for relaxation and outdoor exploration.
Cottage in Petersham
4.99 out of 5 average rating, 234 reviews

Cider House Cottage

Antique guest cottage on a becountry farm property with acres of fields, ponds, forests and streams, adjoining Quabbin Reservoir domain. Ideal for hikers, bird watchers, and bicyclists, this quiet country retreat offers trails and terrain to explore, only 3 miles away from small historic New England town. Make yourself at home in the comfortably furnished post and beam home with terrace and pond views, adventure in the surroundings, dip in fresh water streams, and relax in the claw foot bathtub

Superhost
Home in Springfield
4.68 out of 5 average rating, 138 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 favorite
A comfortable living room features a stylish sofa positioned against a brick wall, accented by large windows allowing natural light to brighten the space. A decorative coffee table rests on a vibrant area rug, while a plant adds a touch of greenery to the room.
Apartment in Springfield
5 out of 5 average rating, 25 reviews

The Smith Victorian | 2BR Brownstone Apartment

This beautifully preserved historic Victorian brownstone is ideally located within walking distance of many of downtown Springfield’s top attractions. The city’s museums are just one street away, with the Symphony Orchestra, dining, shopping, and MGM Springfield Casino nearby. Guests will enjoy on-street permit-only parking, electric baseboard heating, central air conditioning, a brand-new in-unit washer and dryer, high-speed internet, and a covered outdoor balcony perfect for morning coffee.

Guest favorite
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, 160 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 favorite
Home in Longmeadow
4.95 out of 5 average rating, 22 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 favorite
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
4.92 out of 5 average rating, 112 reviews

Modern 3BR Near Six Flags, MGM Casino & Museums

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.

Superhost
Apartment in Windsor Locks
4.85 out of 5 average rating, 184 reviews

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

Top guest favorite
Barn in Northampton
4.97 out of 5 average rating, 662 reviews

Brookside Carriage House. Private, Great Location.

1890's Carriage House. Bright 850 sq. ft., 2nd flr. studio. Original wood flrs, 12' ceiling, skylights, modern amenities w/ rustic charm. Onsite parking. Two sleeping nooks: One QUEEN, One FULL bed & a leather couch; open floor plan. Shower, laundry, full kitchen, dining table, lounging area, Juliet balconey. Eclectic, spacious, private, quiet, all in a fantastic location. This is a large studio. Staircase to 2nd floor. No TV. Dog friendly; contact me first. Non-Smoking/vaping.

Top guest favorite
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, 140 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.

Top guest favorite
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, 226 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 favorite
A spacious outdoor area features a manicured lawn bordered by mature trees. Multiple lounge chairs are positioned around a circular above-ground pool, with shade provided by umbrellas. A cozy fire pit is surrounded by additional seating, inviting relaxation in a serene environment.
Guesthouse in Enfield
4.95 out of 5 average rating, 77 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 favorite
A bright living area features a green sofa and a matching chair, accented with decorative yellow pillows. A round coffee table is positioned on a patterned rug, while a tall plant and a mirror enhance the space. Natural light enters through a window dressed with sheer curtains.
Home in Forest Park
4.94 out of 5 average rating, 63 reviews

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 vacation rentals

When is the best time to visit Springfield?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Springfield?

    Springfield has more than 100 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Springfield with our apartment rentals, starting at about $40 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 80 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 140 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 230 vacation rentals in Indian Orchard, over 190 vacation rentals in South End, and over 40 vacation rentals in Boston Road.

  • Do apartment rentals in Springfield have air conditioning?

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

  • Do bed and breakfast rentals in Springfield have a kitchen?

    Absolutely! We offer over 10 bed and breakfast 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 Bed And Breakfast Rentals in Springfield?

    Enhance your stay in our Bed And Breakfast Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with wifi, over 10 homes with free parking, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Springfield

  • Total vacation rentals

    Explore 250 vacation rentals in Springfield

  • Nightly prices starting at

    Springfield vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

  • Verified guest reviews

    Over 11,030 verified reviews to help you choose

  • Family-friendly vacation rentals

    100 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 80 rentals that welcome pets

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wi-Fi availability

    240 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