Holiday rentals in Springfield

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Top-rated holiday rentals in Springfield

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Superhost

Flat in West Springfield

4.82 out of 5 average rating, 49 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

Flat in Springfield

4.9 out of 5 average rating, 113 reviews

3rd floor tanquility downtown

You will enjoy easy access to everything from this centrally located place, including the Riverside Park (1st picture), Walk to Casino, the sports arena at MassMutual Event Center, museums, the Basketball of Fame, all major convention centers in the city and to great restaurants and bars. 2 minutes from highway I91 and Rte 5 - ready access to Hartford, CT and Boston, MA. Come and Enjoy Springfield City living. My place is ideal for business travelers, those touring area colleges or on vacation.

Top guest favourite

Place to stay in West Springfield

4.95 out of 5 average rating, 55 reviews

Entire studio with deck

Welcome to my cozy, independent entrance studio/in-law mini apartment, located in West Springfield, MA. Maritza’s studio is perfect for a single person or a couple who wants to experience the beauty of a nice, safe, peaceful neighborhood. No suitable for infants. The studio is conveniently located near Big E, Six Flags, Basketball Hall of Fame, museums, nice restaurants,the MGM Casino, Yankee candle. 15 minutes from Baystate and Mercy Hospitals in Springfield and Noble Hospital in Westfield.

Guest favourite

Private room in Enfield

4.88 out of 5 average rating, 124 reviews

Cozy & Tidy bedroom with high speed Wi-Fi

Welcome to your cozy sanctuary away from home. Discover an idyllic, tranquil bedroom in Enfield, CT. Perfectly situated just minutes away from Bradley International Airport, local hospitals, and universities, my house offers an incredibly advantageous location between Springfield, MA and Hartford, CT. Everything you need is within easy reach, including highways, restaurants, gyms, and grocery stores. You'll enjoy your stay here whether you're on a business trip or visiting on leisure.

Guest favourite

Private room in Agawam

4.86 out of 5 average rating, 280 reviews

Hampden Room

We just completed a kitchen renovation! A brand new breakfast bar for our guests' convenience. COME JOIN US!' Our Hampden Room has luxurious full bed, laptop-friendly workspace, Wi-fi, full cable, 40" flat screen tv. Directly across from bathroom. Convenient access to: - 7 min to MGM Casino - 15 min to Bradley Airport - 5 min to Eastern States Exposition, home of The Big E - 8 min to Basketball Hall of Fame. - 10 min to Six Flags TWO extremely friendly cats, Tigger & Pounce

Guest favourite

Guest house in Agawam

4.88 out of 5 average rating, 8 reviews

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

Flat in Wilbraham

4.98 out of 5 average rating, 124 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.

Guest favourite

Home in Agawam

4.98 out of 5 average rating, 200 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

Flat in Springfield

4.92 out of 5 average rating, 88 reviews

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

Discover our recently renovated, second floor, pet-friendly 3-bedroom apartment! This modern and welcoming space is perfect for families and pet owners looking for a comfortable and stylish home away from home. With a fresh new look and all the amenities you need, you and your furry friend can enjoy a relaxing stay. Explore the local area, unwind in the spacious bedrooms, and make the most of your visit in our pet-friendly haven.

Guest favourite

Guest house in Enfield

4.96 out of 5 average rating, 52 reviews

Close BDL AirPort & SixFlags Big E Free 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.

Top guest favourite

Flat in Enfield

4.99 out of 5 average rating, 262 reviews

FROG Suite Apartment

Welcome to the FROG Suite apartment, the prefect place in a comfy private space. Be it for work, pleasure, travel or leisure, this alluring updated space is located upstairs over the garage in a quiet residential neighborhood and includes a private keyless entry door lock. Apartment is located upstairs over the garage and is attached to the house.

Guest favourite

Flat in Springfield

5 out of 5 average rating, 5 reviews

Charming 1BR Gem On A Historic St

Enjoy a stylish experience at this Historic Victorian brownstone! This beautiful home is located within walking distance of many of downtown Springfield's most famous attractions such as all the museums which are located one street away, minutes from the Symphony Orchestra, City Stage, dining, shopping, and the MGM Springfield Casino.