Springfield Vacation Rentals

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Vacation Rentals in Springfield

Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Clock Tower Base Area
9.0 out of 10, Wonderful, (74)
"Perfect location for a quick ski trip. "
United States
Michael D.
$229 nightly
The price is $259
Dec 1 - Dec 2
Total with taxes and fees
Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing

Andover
9.0 out of 10, Wonderful, (29)
"Really enjoyed the place for a quiet weekend together."
United States
Eric B.
Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing

Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable

Ludlow
8.0 out of 10, Very Good, (41)
"Plenty of space and the two living rooms are great because the upstairs living room is very small."
United States
Brad H.
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable

Owl's Nest Treehouse

Alstead
10.0 out of 10, Exceptional, (11)
"Great place . Would highly recommend it.!"
United States
Peter G.
$309 nightly
The price is $335
Nov 30 - Dec 1
Total with taxes and fees
Owl's Nest Treehouse

Luxurious, stunning views, private setting, pet friendly, firepit ,EV, WIFI, AC

Townshend
10.0 out of 10, Exceptional, (6)
Luxurious, stunning views, private setting, pet friendly, firepit ,EV, WIFI, AC

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo

Ludlow
9.8 out of 10, Exceptional, (127)
"Beautiful place! Enjoyed our stay!"
United States
Cathy B.
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Grafton
9.6 out of 10, Exceptional, (166)
"Very nice and clean cabin, not too far from small towns, decently supplied for expected conveniences, charming area - a small stream nearby provides a pleasant background noise. "
United States
Philip
$317 nightly
The price is $355
Nov 24 - Nov 25
Total with taxes and fees
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft

Jamaica
9.6 out of 10, Exceptional, (21)
"House was perfect and just what we were looking for! Very clean, great hot tub, loved the fire pit!Cassie was incredibly helpful with local recommendations and going above and beyond!Highly recommend!"
United States
Neal T.
$603 nightly
The price is $681
Dec 3 - Dec 4
Total with taxes and fees
Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft

Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore

Ludlow
10.0 out of 10, Exceptional, (95)
"We had a lovely time. The cabin is cozy and quiet and being on the lake was wonderful. "
United States
Leah C.
Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

Mount Holly
9.8 out of 10, Exceptional, (225)
"We enjoyed our stay. It’s clean and we weren’t lacking for anything. However those stairs to the 2nd floor are treacherous. "
United States
Laurie H.
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!

Londonderry
8.6 out of 10, Excellent, (8)
"We had a wonderful stay."
United States
Joshua
$502 nightly
The price is $567
Nov 24 - Nov 25
Total with taxes and fees
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!

Mountain View Manor - Expansive Views, Hot Tub, Hiking & Nearby Lakes!

Ludlow
9.8 out of 10, Exceptional, (40)
"Had a great and comfortable stay with family. House is clean and had all the amenities and supplies needed. "
United States
Aruna G.
Mountain View Manor - Expansive Views, Hot Tub, Hiking & Nearby Lakes!

Idyllic Lakefront House Suited Two Families

Ludlow
9.6 out of 10, Exceptional, (171)
"House and grounds were well maintained. "
United States
Dorothy Y.
Idyllic Lakefront House Suited Two Families

Solitude Village at Okemo

4.0 star property
Clock Tower Base Area
8.0 out of 10, Very Good, (31)
"Our room was really nice! It was the bathrooms the reason why we didn't rate this place better. We did let the front desk know Both bathrooms had mold in the showers. One person in our party is extremely allergic to mold. I myself could clean the mold off, which I did partially. The dishwasher had dirty dishes in also."
United States
Larry
Solitude Village at Okemo

Winterplace at Okemo

4.0 star property
Clock Tower Base Area
8.8 out of 10, Excellent, (25)
"I love everything about staying here!! The front desk are so nice and welcoming!! I really appreciate and recommend this place "
United States
Kathia
Winterplace at Okemo

Treehouse at Wise Pines- NoBo

Woodstock
9.8 out of 10, Exceptional, (13)
"Unique settings. Loved the accommodations "
United States
Gabriela
$171 nightly
The price is $187
Nov 21 - Nov 22
Total with taxes and fees
Treehouse at Wise Pines- NoBo

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

2.0 star property
Cavendish
10.0 out of 10, Exceptional, (10)
"Super easy check in, beautiful and peaceful. Will def be back "
United States
Tyler S.
$297 nightly
The price is $324
Nov 24 - Nov 25
Total with taxes and fees
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location

Ludlow
9.8 out of 10, Exceptional, (179)
"Great stay, for a golf trip with 12 guys, there was plenty of room for everyone, would definitely recommend and will be trying to come back and stay as well!"
United States
Matt C.
Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location

Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit

Ludlow
9.6 out of 10, Exceptional, (19)
"The house, its location, and dock are real nice. Would come here again."
United States
Wendy G.
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit

The Cabin that brings people together

Bridgewater
9.6 out of 10, Exceptional, (82)
"Everyone, including myself, couldn’t help but rave about this place!! It exceeded our expectations from top to bottom. Blown away by how perfect it was and how clean, organized and like every little detail was thought about and considered and it made our stay so comfortable and so fun!!! Definitely would come back next year for our next reunion! "
United States
Stephanie M.
The Cabin that brings people together
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Springfield Hotel Reviews

Find out more about Springfield

Everything you need to know about Springfield vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Springfield vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Springfield vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Springfield vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Springfield. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Springfield in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $187 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Springfield rentals

At Expedia, we put the best Springfield vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Springfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Springfield vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Springfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Springfield?

Yes, we offer vacation rentals near top points of interest in Springfield, or you can go with a more secluded option if you want a relaxing place to stay. The ski slopes and restaurants are several reasons why visitors like Springfield. Make sure you have time to check out the local tours and festivals during your trip.

What are some of the best vacation home rentals that Springfield has to offer?

Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable: This vacation home rental near Springfield is located in the city center and has a fireplace, a patio, and laundry facilities to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a hot tub.

How many vacation rentals are there in Springfield?

With 12 Expedia vacation rentals, you're sure to find just the right place for your Springfield stay.

What can I see and do in Springfield?

Connecticut River and Skitchewaug State Wildlife Management Area are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Baltimore Covered Bridge and Springfield Art and Historical Society Museum.

What are vacation rentals like in Springfield?

Vacation rentals are private accommodations you can reserve for a few days or a quick weekend in Springfield. Vacation rentals offer extras such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for families.