Holiday rentals in Springfield

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Top-rated holiday rentals in Springfield

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Flat in West Springfield

4.75 out of 5 average rating, 51 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

Guest favourite

Flat in South End

4.87 out of 5 average rating, 115 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 Agawam

4.86 out of 5 average rating, 282 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, 125 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

Flat in East Longmeadow

4.89 out of 5 average rating, 161 reviews

Private apartment: bedroom, bath, & kitchenette.

Clean and cozy one-bedroom apartment in a nice, quiet neighborhood. The house is located close to the town center with restaurants, supermarkets, shops, post office, public library, several colleges and universities, and a short walk distance pastry shop. Easy access to Interstate 91 and 25-30 minutes driving from Bradley International airport. The pathway to the entrance isn't flat, it's a steep walk down with some steps and a rail to get into the apartment.

Guest favourite

Home in Agawam

4.98 out of 5 average rating, 201 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 Forest Park

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

Home in East Forest Park

4.88 out of 5 average rating, 49 reviews

APT - Clean & spacious in-law apartment!

Basement apartment available for 1-5 people. All amenities you should need in a home away from home. Quiet neighborhood, parks, pubs/pizzeria and pharmacy all in walking distance. 10 mins to MGM casino/Mass Mutual Center/downtown/BB Hall of Fame area. 20 mins from 6 flags and Big E fairgrounds. Many area colleges 5 mins away. 20-30 mins to Hartford/airport. EV charger usage is by appt only! (please NO CATS allowed)

Top guest favourite

Guest house in Enfield

4.96 out of 5 average rating, 53 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.