Holiday houses in Springfield

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Top-rated holiday rentals in Springfield

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite

Townhouse in Chicopee

4.98 out of 5 average rating, 40 reviews

King Bed w/ Pool Table – Cozy Stay Near MassMutual

Welcome to our charming townhome, a perfect getaway for families, couples, or solo travelers. Whether you're here for a relaxing retreat or an action-packed adventure, this home has the amenities to make you feel at home. The thoughtfully designed space balances relaxation and entertainment, making it the ideal base for your trip. It’s near Memorial dr. & many local attractions and dining. Want a tour? Search "The Buckley Home Chicopee/Springfield MA Airbnb 3 bedroom 1.5 walkthrough" on YouTube

Top Guest favourite

Guest suite in Agawam

4.96 out of 5 average rating, 186 reviews

The Waters Edge

Entire 1st floor, private Guest Suite in a contemporary home located on the scenic Ct River. Centrally located btwn Bstn & Htfd. 1 mile to Six Flags, 10-15 min to Suffield Academy, The Big E, Eastern States Exposition, Bradley Intnl Airport, MGM, bsktbl & volybl Hall of Fame, 30-40 min The Bushnell, 5 College Campus area. The CT River is home to beautiful wildlife. Protected lands provide a stunning backdrop to picturesque views. Rest's, museums, hiking, shopping & more. NO SMOKING PROPERTY.

Top Guest favourite

Place to stay in West Springfield

4.95 out of 5 average rating, 41 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.

Top Guest favourite

Cottage in Southwick

4.98 out of 5 average rating, 109 reviews

4 Kayaks Fire Pit & Lake Views from Hot Tub

Congamond House is the perfect lake home getaway. Kayak the calm North Pond. Get your breathtaking pics of the surrounding wildlife. Cuddle up on the deck and enjoy the stars or relax in the hot tub under the deck while gazing upon the lake. This 1500 sq ft cottage is the perfect size for 2 families. (4 adults w/4 kids or 6 adults) Minutes from Six Flags Amusement Park, the Big E and the Basketball Hall of Fame 4 Kayaks that seat 6. Paddles and life vests provided 20 min. from Bradley Airport

Guest favourite

Apartment in Westfield

4.94 out of 5 average rating, 48 reviews

Cozy Apartment

Surround yourself with style in this standout space. You will feel like you are at home. Enjoy a peaceful escape in this beautifully equipped rental in the center of Westfield, just minutes from downtown! This lovely remodeled unit offers new vinyl floors, new kitchen, all furnished for you, spacious bedroom with lots of natural light. It has 2 stair flights, Its perfect location for easy access to many popular attractions within the city limits as well as Big E which is only 15 min away.

Guest favourite

Campervan/RV in Westhampton

4.89 out of 5 average rating, 172 reviews

AirbytheStream waterfront, private, clean and cozy

Beautiful private camper with outdoor deck on the water. All the creature comforts but half the price. Very private yet 15 minutes to Northampton or Easthampton. Kitchen sink, 2 burner stove, refrigerator, toilet and shower, one queen bed and twin bunk beds, dinette can also turn into a bed. Pots and pans, silverware and cooking utensils are provided. Camper has power and water as well as heat and air conditioning. There is a Blackstone griddle for outdoor cooking.

Top Guest favourite

Apartment in Wilbraham

4.98 out of 5 average rating, 110 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 favourite

Home in Agawam

4.98 out of 5 average rating, 174 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

Apartment in Springfield

4.92 out of 5 average rating, 75 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

Guesthouse in Enfield

4.94 out of 5 average rating, 34 reviews

Close BDL AirPort & SixFlags 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.

Superhost

Townhouse in Springfield

4.78 out of 5 average rating, 98 reviews

2 bedroom Glamorous Waterfront Home

Convenient home by the lakeside. Close to all amenities, beaches, plaza and mall! Local attractions to consider: Forest park, The amazing world of Dr Seuss, Springfield Amory National Historic Site, Zoo in Forest Park and education center, MGM casino, Titanic museum, Six Flags, Basketball hall of fame, and many more. There is a path to the pond. Note: Unfortunately, there is no private beach.

Guest favourite

Guest suite in Springfield

4.96 out of 5 average rating, 157 reviews

Thompson stay or extended stay retreat

Newly remodeled 2nd floor space. Centrally located to major highways, downtown Springfield with the newly opened MGM casino. It's a fantastic spot in the city! Large master bedroom, second bedroom, full kitchen, claw foot bath tub, washer and dryer included. Secure parking. Extended stay is welcomed. No more than 4 people, including children. Additional fee will be charged.

Holiday rentals for every style

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Popular amenities for Springfield holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Springfield

Top Guest favourite

Private room in Somers

4.87 out of 5 average rating, 61 reviews

Private In-law Apartment

WalterRating, 5 stars3 days ago

Awesome relaxing stay.

Top Guest favourite

Private room in Springfield

5 out of 5 average rating, 32 reviews

Cozy apartment with room B for rent/shared space

GwynRating, 5 stars7 months ago

Lovely little spot to stay in for a college visit!

Guest favourite

Private room in Belchertown

4.96 out of 5 average rating, 84 reviews

Sunny room with private bathroom

VinciRating, 5 stars1 week ago

A really nice cozy room that's affordable and is just a great deal for a place to rest at night. the location is beautiful, and more importantly, quiet. would definitely comeback.

Guest favourite

Private room in Agawam

4.92 out of 5 average rating, 185 reviews

Super nice Agawam retreat 2

NoreenRating, 5 stars2 weeks ago

Timothy was a great host with excellent communication skills. It was easy to find and very convenient to the highway. The neighborhood was very quiet while being close to amenities. I always fully appreciate staying where my dogs are welcome too.

Guest favourite

Private room in Springfield

5 out of 5 average rating, 8 reviews

Nice room bedroom Springfield

WilliamRating, 5 stars2 weeks ago

Quiet neighborhood. Warmly greeted Dylan Carolina’s partner Terry. Would stay again

Guest favourite

Private room in Springfield

4.97 out of 5 average rating, 34 reviews

Cozy Room with Queen Bed

AvinaashRating, 5 stars1 week ago

Joel is an excellent host, very responsive. The place was clean and exactly as described. Of note, there is one other room with which the shared spaces (e.g. bathroom) are shared. Parking on the street was easy.

Top Guest favourite