House vacation rentals in Springfield

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Popular amenities for Springfield house rentals

House rentals with a pool

Guest favorite
Home in Woodbury
4.94 out of 5 average rating, 18 reviews

2 homes in one (in-law design) w/salt water pool

ChristineRating, 5 stars5 months ago
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!!
Superhost
Home in Litchfield
4.82 out of 5 average rating, 105 reviews

The Getaway-HOST & Co.

CrystalRating, 5 stars6 months ago
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.
Guest favorite
Home in Litchfield
4.99 out of 5 average rating, 84 reviews

Hilltop House w/POOL/SPA- HOST & Co.

DanielRating, 5 stars3 weeks ago
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.
Superhost
Home in Washington
4.73 out of 5 average rating, 11 reviews

ShrinkMapBestTown Washington Senff 8BR PoshPadsCT

JillRating, 5 stars36 months ago
I highly recommend this place. Beautiful house in a great location next to the river. This is the third place I’ve rented from Steve and I think I will continue to rent when the opportunity arises. The house is beautiful with all the amenities you need. With a large group, we particularly liked the big kitchen and 2 large tables for dining. There was a movie room and living room so there was plenty of space. It snowed while we were staying there so we took advantage of it and went sledding in the backyard (sleds were provided). My pup also enjoyed herself with plenty of room to run around. I only wish to come back when the heated pool is open.
Guest favorite
Home in Litchfield
4.93 out of 5 average rating, 184 reviews

Stunning Views, Bucolic Bliss in 1790s Farmhouse

AndreaRating, 5 stars1 month ago
Our 2nd stay at Elizabeth’s house and it was as nice as our last visit. Our kids love exploring the home and property which has a wonderful view. The kitchen is well appointed for cooking. We especially enjoyed the stone fireplace to relax after skiing. Would highly recommend!
Guest favorite
Home in Litchfield
4.94 out of 5 average rating, 16 reviews

Iconic Litchfield Home in Town Center

ClareRating, 5 stars3 months ago
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!
Superhost
Home in New Marlborough
4.95 out of 5 average rating, 22 reviews

Hot Tub, Fireplaces, Sauna+Pool, in season!

LareysaRating, 5 stars2 weeks ago
We were there during the iciest, chilliest winter GB has had for a minute. This home was a lovely cozy haven with multiple fireplaces, open communal spaces, and nooks for people to take a moment to themselves. Great for two families!
Superhost
Home in Litchfield
4.9 out of 5 average rating, 49 reviews

Woodland Country Retreat-Pool+FirePit-nearWineries

Sarah & SteveRating, 5 stars4 months ago
Jean was extremely friendly to let us book a last-minute stay at this home the day prior. The home is in a good location and has a nice layout, although we were only three people and did not use all of the house. One thing to note is that the heat was restricted to 70° and 72° depending on the thermostat and my elderly parents from Florida were extremely cold the entire weekend, wearing jackets and warm hats the round the clock even inside during their visit. Sadly for our group, the foliage of Fall had all disappeared save for one tree. Also, the pool was not available so we cannot comment on this. All in all, a lovely home, but definitely priced quite high, considering.

Weekly house rentals

Guest favorite
Home in Colebrook
4.96 out of 5 average rating, 74 reviews

Log Cabin sleeps 30 bunk style on 350 acres

RomaricRating, 5 stars6 months ago
Beautiful time, we can't wait to come again.
Guest favorite
Home in New Salem
4.89 out of 5 average rating, 215 reviews

Stone n' Sky Lodge

JasonRating, 5 stars3 months ago
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.
Superhost
Home in Ware
5 out of 5 average rating, 4 reviews

The “WareHouse” - 3 Bedroom Family Getaway

MarianneRating, 5 stars4 months ago
I cannot say enough about Kobby or her home.We were in such a dilemma and she helped us out immensely! Originally, we had reserved another Airbnb.The host contacted us the day before and informed us that because of an unforeseen problem there would be no heat or hot water. We decided to go anyway because it was our son’s Family Weekend at Amherst College.However, when we arrived there was also no electricity because of the wind. No heat, hot water, or electricity?! We just couldn’t stay. I reluctantly went on Airbnb expecting to not find an alternative, but found Kobby’s house, which said there was availability THAT day! I messaged Kobby and within minutes she sent the address and code to get in. When we arrived, we couldn’t believe how beautiful her house was. It smelled wonderful, was immaculate, and had everything you could possibly need.She left drinks in the fridge and snacks on the table for us.The beds were incredibly comfortable too. Thanks to Kobby we had an amazing time!!
Guest favorite
Home in Tolland
4.94 out of 5 average rating, 52 reviews

Spacious Home w/ Hot Tub in Private Lake Community

AngelinaRating, 5 stars2 days ago
Our group absolutely loved this Airbnb. It’s about 40 min from Ski butternut, we had a great time tubing there. The game room, well stocked kitchen and hot tub made it so easy to spend the entire weekend there. The layout of the home is phenomenal and it feels recently renovated. Fans are provided in every room, extra towels and shampoo and conditioner. This is one of the best airbnbs I’ve stayed in.
Guest favorite
Home in Enfield
4.91 out of 5 average rating, 11 reviews

3 bdrm house great neighborhood

J DavidRating, 5 stars9 months ago
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.
Guest favorite
Home in New Britain
4.89 out of 5 average rating, 103 reviews

5•Star CapeCodStyle Gem with Bedroom on the Main

JulieRating, 5 stars2 months ago
I lost count of how many times I had booked Chana's place. My family and I are always satisfied with the hospitality of Chana and team! The place is as described on the listing and is the same as in the pictures. The house is clean and has every basic thing that you need. The host quickly response to our questions. We will definitely book again when we come back!
Guest favorite
Home in Sturbridge
4.96 out of 5 average rating, 168 reviews

Cedar Lake 3 Bed 3 1/2 Bath Home Sturbridge MA

JillRating, 5 stars4 months ago
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!
Guest favorite
Home in Holyoke
4.97 out of 5 average rating, 323 reviews

Explore Holyoke from this charming 3 Bedroom house

LeahRating, 5 stars2 months ago
Great place to stay! Just as the listing states, it's in Holyoke right across from a lovely park (our kids are teens, but there's a playground right there for the younger set). Very easily accessible to other points in the Pioneer Valley. Joseph is a friendly and responsive host -- he even offered to pick up groceries for us since we were arriving on a holiday! Would stay again when we are in the area.

Private house rentals

Guest favorite
Home in Hartford
4.9 out of 5 average rating, 72 reviews

Renovated & Modern Victorian in Historic West End

LianeRating, 5 stars1 day ago
Loved our weekend stay in this spacious, multilevel Victorian. Great find close to our family. So unique and the perfect blend of old and new!
Superhost
Home in Amherst
4.72 out of 5 average rating, 29 reviews

Lovely 4 bedrooms home with huge backyard to enjoy

GerogeRating, 5 stars7 months ago
Aung is a very helpful gentleman, after I left my personal stuff in the house he’s still very helpful to get everything back for me!
Guest favorite
Home in Springfield
4.85 out of 5 average rating, 27 reviews

3 Bedroom Home Quiet Area

CatherineRating, 5 stars3 weeks ago
Our work crew said that they found Bob's place full of old-world charm while also providing all the modern necessities. If you're looking for a hip TikTok hang, this may not be the place for you, but if what you want is a clean, comfortable home for relaxing or remote work, Bob's place is highly recommended. It was a welcome respite from long workdays. Bob was easy to work with and the photos are an accurate presentation of the space. Bob even made sure the drive and walk areas were snow and ice free during their stay. Thanks Bob!
Guest favorite
Home in Monterey
4.97 out of 5 average rating, 34 reviews

Hupi House - A Peaceful, Wooded, Lakeside Retreat

GallianeRating, 5 stars3 weeks ago
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.
Superhost
Home in Lee
4.87 out of 5 average rating, 30 reviews

* Private Berkshire Escape* Monthly Pricing Avail

JoanRating, 5 stars7 months ago
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!
Guest favorite
Home in Otis
4.93 out of 5 average rating, 15 reviews

Spacious Lake Front Home

JeanRating, 5 stars3 months ago
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.
Superhost
Home in Springfield
5 out of 5 average rating, 8 reviews

VDM Property!

AlinaRating, 5 stars2 months ago
We enjoyed our stay at this property. It was extremely clean! There were basic necessities provided. It also had a cute, fashionable interior design. The shower and bedrooms were nice. We liked the layout of this property. Our only issue was that either the heater in the master bedroom wasn't working, or we couldn't figure out how to use it.
Guest favorite
Home in Springfield
4.91 out of 5 average rating, 164 reviews

Lovely House

MattRating, 5 stars1 week ago
We continue to stay at Joel's place every time we come to Springfield. He's a fantastic host and we always feel right at home.

Quick stats about house rentals in Springfield

  • Total rentals

    140 properties

  • Total number of reviews

    6K 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

    130 properties include access to wifi

Destinations to explore