Vacation rentals in Springfield

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Top-rated vacation rentals in Springfield

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Guest favorite

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!

Dec 28 – Jan 4

R2,297 ZAR per night

Guest favorite

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.

Aug 9 – 16

R2,936 ZAR per night

Guest favorite

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.

Sep 16 – 23

R1,360 ZAR per night

Guest favorite

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!

Oct 22 – 29

R3,693 ZAR per night

Guest favorite

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!

Apr 30 – May 7

R2,931 ZAR per night

Guest favorite

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.

Dec 21 – 28

R2,578 ZAR per night

Guest favorite

Home in Feeding Hills

4.89 out of 5 average rating, 883 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.

Jun 10 – 17

R2,085 ZAR per night

Guest favorite

Camper/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!

Jun 12 – 19

R1,979 ZAR per night

Guest favorite

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.

Jul 20 – 27

R2,511 ZAR per night

Guest favorite

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

Jun 21 – 28

R2,357 ZAR per night

Guest favorite

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.

Aug 31 – Sep 7

R2,044 ZAR per night

Guest favorite

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!

Jul 22 – 29

R1,999 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Springfield vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Springfield's top sights

Eastern States Exposition21 locals recommend

The Big E7 locals recommend

Forest Park18 locals recommend

Walmart Supercenter3 locals recommend

Regal MGM Springfield 744 locals recommend

Dr. Seuss National Memorial Sculpture Garden15 locals recommend

Other great vacation rentals in Springfield

Guest favorite

Guesthouse in Granby

4.99 out of 5 average rating, 704 reviews

Windy Top Cottage ~ A Romantic "European" Getaway

Dec 17 – 24

R3,075 ZAR per night

Guest favorite

Guest suite in Easthampton

4.97 out of 5 average rating, 401 reviews

Goreytastic Private ApARTment @ the EMC

Aug 16 – 23

R1,887 ZAR per night

Guest favorite

Apartment in Northampton

4.98 out of 5 average rating, 643 reviews

Tree Top Suite, cozy downtown apartment

Dec 15 – 22

R2,027 ZAR per night

Guest favorite

Cottage in Petersham

4.99 out of 5 average rating, 149 reviews

Cider House Cottage

Jun 10 – 17

R2,741 ZAR per night

Guest favorite

Home in Southwick

4.99 out of 5 average rating, 180 reviews

Linny's Lakeview Cottage

May 7 – 14

R2,965 ZAR per night

Guest favorite

Home in Springfield

5.0 out of 5 average rating, 8 reviews

Quiet 2 Bedroom - near Big E, Massmutual, Six Flag

Nov 29 – Dec 6

R2,565 ZAR per night

Guest favorite

Apartment in Springfield

4.95 out of 5 average rating, 60 reviews

3rd floor tanquility downtown

Nov 1 – 8

R1,987 ZAR per night

Superhost

Apartment in Windsor Locks

4.86 out of 5 average rating, 92 reviews

Apt near Bradley airport Six Flags with parking

May 23 – 30

R1,867 ZAR per night

Show all

Quick stats about vacation rentals in Springfield

Total rentals
230 properties
Wifi availability
230 properties include access to wifi
Rentals with dedicated workspaces
140 properties have a dedicated workspace
Pet-friendly rentals
70 properties allow pets
Family-friendly rentals
90 properties are a good fit for families
Total number of reviews
8.6K reviews

Frequently Asked Questions

What are the most popular amenities for Apartment Rentals in Springfield?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 50 homes with wifi, over 50 homes with air conditioning, over 40 homes with free parking, over 50 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Springfield have a kitchen?
Absolutely! We offer over 120 house rentals with a kitchen in Springfield. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Springfield?
Four-legged friends are welcome in Springfield. Choose from more than 70 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 10 vacation rentals in Suffield Corner, and over 50 vacation rentals in Boston Road.
Do house rentals in Springfield have free parking?
Absolutely! We offer over 110 house rentals with free parking in Springfield. Enjoy a tailored experience with all the comforts you desire.
Do bed and breakfast rentals in Springfield have air conditioning?
Absolutely! We offer over 10 bed and breakfast rentals with air conditioning in Springfield. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Springfield have wifi?
Absolutely! We offer over 130 house rentals with wifi in Springfield. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Springfield?
Springfield has more than 90 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in bed and breakfast rentals in Springfield?
Experience the best of Springfield with our bed and breakfast rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Vacation rentals in Springfield

Top-rated vacation rentals in Springfield

Vacation rentals for every style

Houses

Apartments

Hotels

Popular amenities for Springfield vacation rentals

Stay near Springfield's top sights

Other great vacation rentals in Springfield

Guesthouse in Granby

Guest suite in Easthampton

Apartment in Northampton

Cottage in Petersham

Home in Southwick

Home in Springfield

Apartment in Springfield

Apartment in Windsor Locks

Quick stats about vacation rentals in Springfield

Total rentals

Wifi availability

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

What are the most popular amenities for Apartment Rentals in Springfield?

Do house rentals in Springfield have a kitchen?

Are there pet-friendly vacation rentals in Springfield?

Are there vacation rentals with a dedicated workspace in Springfield?

Where should I stay in Springfield?

Do house rentals in Springfield have free parking?

Do bed and breakfast rentals in Springfield have air conditioning?

Do house rentals in Springfield have wifi?

Are there family-friendly vacation rentals in Springfield?

How much does it cost to stay in bed and breakfast rentals in Springfield?

Destinations to explore