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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Guest favourite

Guesthouse in Northampton

5.0 out of 5 average rating, 272 reviews

Mill River Cottage (pet friendly!)

Welcome to our peaceful and unique urban farm cottage. We are located in historic Florence, Massachusetts (a part of Northampton). While our place is no longer a working farm, the cottage was created many years ago to support the main dwelling. It has been modernized to offer every comfort while maintaining its cozy aesthetic. Free parking & lighted access to the cottage. The cottage is a private space where you can come and go as you please. Relax and unwind or head out to explore the area!

28 Dec – 4 Jan

$1,555 AUD total

Guest favourite

Home in Granby

4.83 out of 5 average rating, 156 reviews

Clean, Spacious 3 BR Half-Duplex on Quiet 4+ Acres

Spacious duplex (1600+ SQ Feet)with full kitchen, washer and dryer in unit, on 4+ acres to enjoy. OTHER DUPLEX IS OWNER OCCUPIED. Home is set back 800+ feet off main road on an old christmas tree farm. TVs in living room and master bedroom with Netflix. Property located off RT 202 for easy travel to surrounding towns, colleges, hiking trails, and various attractions. No parties. Feel free to contact us with any questions! You will see our pup Gronk, as he spends much of his time in the yard.

9 – 16 Aug

$1,874 AUD total

Guest favourite

Guest suite in Warren

4.95 out of 5 average rating, 265 reviews

Craig's Cove

Craig's Cove is a two-room apartment (in my finished basement) with a farmhouse industrial motif and is in close proximity to Sturbridge, wineries, micro-brews such as Lost Towns Brewing, and beautiful scenery. Guests will be provided with one off-street parking space, private entry, bedroom with queen-size bed, full bathroom, TV with Netflix & Amazon Prime, free wifi, coffee, kitchenette with sink, microwave, fridge, toaster oven, hot plate (no full size stove), and patio with pergola.

16 – 23 Sept

$839 AUD total

Guest favourite

Apartment in Chicopee

4.93 out of 5 average rating, 106 reviews

Bright and cozy 3 bedroom apartment in Chicopee

Your family will love this spacious, beautiful, newly renovated apartment with private access. A friendly, walkable neighborhood, just a block from Elms College Campus. Szot Park and Chicopee Center. A few blocks from Baystate Medical Center. Nine minutes from Downtown Springfield (MGM Casino, Basketball Hall of Fame, Dr. Seuss Museum, and more!). Within less than 30 minutes of Six Flags, Bradley Airport, Downtown Hartford. Less than 1 hour from the scenic Berkshires and so much more!

22 – 29 Oct

$2,397 AUD total

Guest favourite

Apartment in Holyoke

4.88 out of 5 average rating, 100 reviews

Spacious Apartment! Easy on & off of I-91 & I-90

Located off of Northampton St. this 2nd floor apartment is close to I-91, I-90 & 391 making for quick & easy travel! There is a beautiful park up the street including a playground, hiking trails and dog park. The Holyoke Mall is located nearby and there is a Walgreens 0.3 miles away. Free street parking. This apartment has one queen bed, two twin beds & a futon in the sun-room if needed for extra guests. This is a private apartment with kitchen, laundry and bathroom all to yourself!

30 Apr – 7 May

$2,012 AUD total

Guest favourite

Apartment in Brimfield

4.98 out of 5 average rating, 138 reviews

Quiet & Cozy Main Street Retreat

Skip the traffic on the way to popular seasonal tourist destination, the Brimfield Flea Market, by staying here the night prior to your visit! Or, complement an off-season stay with an abundance of hiking trails, antique shops, lakes, farms, and even a winery just a 5 minute walk from your doorstep. Enjoy the convenience of a convenience store, package store, and post office across the way, combined with the peace and quiet of this private suite tucked behind the main house.

21 – 28 Dec

$1,618 AUD total

Guest favourite

Home in Feeding Hills

4.89 out of 5 average rating, 882 reviews

Farm Fresh Feeding Hills

Private in-law suite attached like a garage. Best view in the house overlooking the pond, ducks, goats, horses, & mtn. 1 Bedroom, small shower stall bath, combo kit/lvg room and a screened porch. Approx. 600 sq ft. ttl. The space is perfect for 2 people, good for 4 and a squeeze for 6 people. Only a few miles to The Big E, 6 Flags, MGM Casino, BB Hall of Fame & Dr. Suess. 20 ish min to Hartford Int. Airport, 30 ish to Htfd & 40 ish north to 5 college area.

10 – 17 June

$1,282 AUD total

Guest favourite

Campervan/RV in Wilbraham

4.97 out of 5 average rating, 185 reviews

The Waddle on Inn

*open all winter season!* Welcome to The Waddle On Inn! Unique small farm experience meets luxury glamping and a serene paradise. We have created a farm getaway with a luxury 5th wheel with all the familiar comforts of home including wifi, smart TV, a screened in pavilion for you to enjoy your meals, our hilarious flock of ducks and goats for your entertainment! There are even fresh duck eggs for purchase as a take home souvenir! Relax, unwind, and Waddle On Inn!

12 – 19 June

$1,328 AUD total

Guest favourite

Guest suite in Agawam

4.95 out of 5 average rating, 152 reviews

The Waters Edge

Contemporary home located on the scenic Ct River. Centrally located between Bstn & Htfd. Within 2 miles of Six Flags, 15 min from Basketball or Volleyball Hall of Fame, MGM Casino, Eastern States Exposition, Downtown Spfld & Bradley Intnl Airport. Adjacent CT River is home to beautiful wildlife. Protected lands provide a stunning backdrop to picturesque views guests love! Rest's, museums, hiking, shopping & much more nearby. NO SMOKING ON PROPERTY.

20 – 27 July

$1,601 AUD total

Guest favourite

Guest suite in East Granby

4.84 out of 5 average rating, 273 reviews

Staying at Ten Hillcrest

What I’ve always thought of as the perfect location! Private enough to see trees and birds and yet close enough to jump on the highway to anywhere. Conveniently located on a dead end street with no through traffic. On your way out take a left and head towards farm and eateries or take a right and head to the city of Hartford or Springfield. Just minutes from Bradley International Airport

21 – 28 June

$1,522 AUD total

Guest favourite

Apartment in Enfield

4.99 out of 5 average rating, 140 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.

31 Aug – 7 Sept

$1,323 AUD total

Guest favourite

Guest suite in Holyoke

4.86 out of 5 average rating, 205 reviews

Lovely 1 Bedroom w private entrance

Ground floor apartment with private entrance and parking on a quiet circle road. The apartment includes a "mini kitchen" with microwave, mini-fridge and some kitchen basics. The unit also includes a washer and dryer! 15 mins from Downtown Northampton. Private bathroom with original 1960's pink tile. All are welcome!

22 – 29 July

$1,364 AUD total