
House holiday rentals in Springfield
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Top-rated house rentals in Springfield
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Popular amenities for house rentals in Springfield
House rentals with a pool

2 homes in one (in-law design) w/salt water pool
Julie is an outstanding host! This house is perfect for any getaway. It was clean, spacious, well equipped, comfortable, and STUNNING outdoor area with a gorgeous pool. This is 3 FULL baths and 1/2 bath!! Two kitchens! Two family rooms! You had space! It made you want to relax! The kitchen was well stocked with any utensil or appliance you would need. It was private. You could really escape and get away. Woodbury and the surrounding towns were jampacked with things to do. There were many places to choose from to eat. Such a variety from steak, seafood, pizza, and American fare pubs and other specialty restaurants. Lots of variety/antique shops, flea market, wine/liquor stores, convenience stores. Just a short drive into Southbury you find more shops, antiques, restaurants, bigger, grocery store, etc. We also drove to a few other neighboring towns. All under 45 minutes. Friendly people! We had a wonderful time! Price is fabulous, house/outdoor area is A+ value! Thank you Julie!!

The Getaway-HOST & Co.
I absolutely enjoyed my weekend here. The home is beautiful. Everything you could possibly need was provided In the home. Everything was clean, and neat. House is filled with light. The pool and hot tub were enjoyable. The host were amazing and had great communication, assisted us when needed right away. I would highly recommend staying here, and they are pet friendly which is always a plus for me. The yard is fenced in. Which made it easy to let the dog out, and great for the dog to explore. A++++ Will probably be back sometime In the future.

Hilltop House w/POOL/SPA- HOST & Co.
Great house and great host. The place was beautiful -- big kitchen, comfortable bedrooms, great bathrooms (especially in the master bedroom), nice setup outside (jacuzzi and BBQ), etc. Perfect place for a family weekend in Litchfield. Location was perfect -- a 2 minute drive to great coffee, pastries, bread, ice cream, etc. in Bantam. Liz was an excellent host -- very helpful and responsive. We'd love to visit again soon.

Zoom Map 5* Town Roxbury! "Tophet Pool" PoshPadsCT
Beautiful home, exactly how it was described and looked even better in person. Incredible surrounding areas and activities. Steven was helpful throughout the stay and incredibly flexible. Wonderful host! Will definitely be planning a yearly visit.

Hot Tub~Pool~Game Room~Fire Pit~BBQ~Casinos
The house was equipped with everything we needed- even coffee! The yard was very nice, we got to enjoy the hot tub and all the fun things to do in the surrounding area. Thank you Andrew for a great stay!

Lakeview Expanse
Our stay at Kartik's very charming house was nothing short of amazing. From the moment we arrived, we felt warmly welcomed. The house itself is beautifully decorated, blending comfort and character effortlessly. The location was perfect- peaceful yet conveniently close to many trails, activities in Bethlehem (great indoor flea market) and Bantam lake. We especially loved hanging in the living room close to the fireplace watching the scenic views. Kartik was an exceptional host, responsive, kind and full of great recommendations. Thank you, the whole family had a blast!

Stunning Views, Bucolic Bliss in 1790s Farmhouse
This wonderful antique home is in a Beautiful spot in the heart of Litchfield CT, and a delight early spring when the fields of daffodils awake! This unique 1793 house has a great view & sunset, fireplace, simple spa/gym making it a gem even when the pool is closed. Nearby the town with lots to offer and local farms for food shopping too. What’s not to love 💛 Bonus is a great host offering a home that is in touch with the realities of rentals, pets and people -not picky, precious or punitive. Happy to recommend and return! Thank you Elizabeth!

Iconic Litchfield Home in Town Center
The house was beautiful! We loved the charm of the old floors and the cozy farm style. The house was so clean, we all noticed and appreciated the time it must have taken to clean. Thank you for a wonderful stay!
Weekly house rentals

Historic Williams House
We always love returning to Kait's place. It's special in every way and so relaxing and comfortable. It's also in a central location, close to restaurants, parks and shops. Kait is a wonderful host and goes out of her way to ensure an enjoyable stay. Josh and I look forward to our next visit!

Stone n' Sky Lodge
I genuinely don't know what to say other than the fact that this may be one of the greatest places I've had the honor to lodge at. I did a lot of vetting across New England to find a wonderful place that could sleep a decent amount of people, provide a scenic and comfortable escape, and keep us entertained. Sarah's wonderful Stone and Sky Lodge exceeded every expectation I just listed. It's cozy, warm, and feels like a hidden nook! The scenery and nature couldn't be more beautiful. I never got the pleasure to meet Sarah, though I wish I did. Over messages and from what my friends told me, I just know that Sarah is the most hospitable and kind host that I've talked with in a while, and I hope that next time I can thank her personally. From my friends and I, we thank you for sharing your home with us. If you think that the excellent reviews are too good to be true, don't. This IS the truth, and I can't wait to have another reason to come back to this wonderful treasure of a place.

Spacious Home w/ Hot Tub in Private Lake Community
The place was incredibly beautiful. The photos did not do it justice. It is in the middle of nowhere. Tina was very detailed in her instruction and one of them was that you must bring groceries because the closest grocery store is 30 minutes away. If you decide to book this place, read her detailed instructions. They are very helpful. The home offered a full kitchen which made it so easy for us to prepared our family's meals without struggling. The hot tub was such a treat. The basement had lots of games, a couch to launch and another TV. Perfect if you come with children. We were seven adults and we did not feel that we where on top of each other. The high ceiling truly made one of our boys (the giant) feel at home. Even the basement had a high ceiling. Pretty cool. Tina was incredibly nice and flexible. Check in is at 4 pm and we arrived earlier. We decided to contact her to see if it would be okay to check in earlier and she accommodated us. Thank you soooo much.

3 bdrm house great neighborhood
Wonderful place for our family to spend the weekend while we attended our daughter's graduation a half hour away in MA. Clean, comfortable, spacious and charming in a quiet neighborhood. Auria provided clear instructions, check in was a breeze, and she was extremely proactive and helpful. She responded immediately to questions and was always cheerful and polite. One of the best Airbnb experiences we have had so far. I can not recommend this highly enough.

UB’s Corner
well we chose the coldest, snowiest few days of the winter to enjoy this little gem, so that was on us, but the location couldn't have been cleaner, cozier, or more picturesque. Everything was spanking new, and we cooked our hearts out for days. We drove all over and loved the area. Would definitely consider a trip back during more temperate months!!

5•Star CapeCodStyle Gem with Bedroom on the Main
We had a short stay at Chana‘s place, but everything was perfect for our family. We will definitely book again and recommend to others. Thank you Chana.

Cedar Lake 3 Bed 3 1/2 Bath Home Sturbridge MA
This was our second time to stay. It had a gorgeous view surrounded by beautiful trees. It was so peaceful and relaxing with everything we needed. James is so easy to work with and very responsive. Highly recommended!

Explore Holyoke from this charming 3 Bedroom house
Everything was perfect! It was a great location for us as we were in town for a Cheer Competition! Joseph met us at the door. Everything was as described and they had everything you could possibly need in case something was forgotten! If we are ever back in the area we will try to stay here again!
Private house rentals

Hupi House: A Peaceful, Wooded, Lakeside Sanctuary
This was our second time staying at the Hupi House and loved it. House is perfect for 2 families with kids, super comfortable, spacious and cosy, well equipped and lots of things to do in the area. This time we went skiing at the Butternut resort just 10 mins away and was a great experience. Lucas a very friendly and responsive host.

* Private Berkshire Escape* Monthly Pricing Avail
This gem of a house served as home base for my family of 4 when visiting Tanglewood & Berkshires area for a long weekend! The house is artfully decorated, with unique treasures we enjoyed exploring, common spaces for us to hang together as a family plus plenty of room for us to spread out for privacy. We especially enjoyed having the pool onsite, backyard fire pit, and multiple outdoor seating areas. Teva was a very responsive, helpful host! Went above and beyond! Thanks for an excellent stay!

Log Cabin sleeps 30 bunk style on 350 acres
Beautiful time, we can't wait to come again.

Spacious Lake Front Home
Beautiful location in Otis, right on the lake and so peaceful. The house is very spacious and easily accommodated our family ( 7 adults and 2 children). All the windows in the house provided great views of the lake, especially from the deck. Our host Nick was very responsive when we had questions or any concerns. Would be nice to come for a stay during the summer.

Buckland House - A World Apart
House is really awesome! We had a fantastic time. Definitely recommend.

Elegant Countryside Estate
Spent a wonderful Thanksgiving weekend at Travis' place with my husband and two young daughters. The house is beautifully appointed and so cozy. We played games by the fire, watched a movie in the cozy tv room, and made and enjoyed lovely meals in the kitchen. The house is even more magical than it looks in the photos, and we certainly hope to be back.

Charming house in Norwich!
We were in Connecticut for our son's wedding and Karr's home was perfect. We had a group of 9 adults and we all found it very comfortable with plenty of room. The house is across from an excellent Thai restaurant and just down the street from a really good clam shack. It is close to downtown Norwich and many restaurants. We thoroughly enjoyed our stay.

Amherst/Hadley Country Living 5 Colleges Gardens
Great home with plenty of amenities. Would recommend to others.
Quick stats about house rentals in Springfield
Total rentals
140 properties
Total number of reviews
5.8K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Wifi availability
140 properties include access to wifi
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- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Berkshire East Mountain Resort
- Six Flags New England
- Taconic State Park
- TPC River Highlands
- Mohawk Mountain Ski Area
- Mount Greylock Ski Club
- Douglas State Forest
- Bousquet Mountain Ski Area
- Mount Sugarloaf State Reservation
- Kent Falls State Park
- Bash Bish Falls State Park
- Beartown State Forest
- Otis Ridge
- Bright Nights at Forest Park
- Bigelow Hollow State Park
- Rockledge Golf Club
- Hartford Golf Club
- Bushnell Park
- Sleeping Giant State Park
- Sleeping Giant Golf Course
- Mount Southington Ski Area
- Country Club of Waterbury