House holiday rentals in Springfield

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Popular amenities for house rentals in Springfield

House rentals with a pool

Guest favourite
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 stars7 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!!
Guest favourite
Home in Colrain
4.9 out of 5 average rating, 126 reviews

The 1770 House

BrianRating, 5 stars2 months ago
Another great weekend at Ed’s! It was our group’s second time staying here, and we loved it just as much as the first, which is to say—a lot! Ed is very considerate and responsive, and there’s plenty to do for everyone. We are already looking forward to next year!
Top guest favourite
Home in Cheshire
5 out of 5 average rating, 133 reviews

Pool House

EllenRating, 5 stars3 weeks ago
Truly home sweet home. Just walk in and relax. Fully stocked kitchen including milk, eggs, butter and pastries so no need to rush out to go grocery shopping. Convenient to New Haven yet completely quiet neighborhood for resting and taking walks.
Guest favourite
Home in Woodstock
4.94 out of 5 average rating, 235 reviews

Cedar Ridge: House or House+Apartment

SuzanneRating, 5 stars1 month ago
We love the house! It’s spotless (very clean), very comfortable and super peaceful in a beautiful location! Highly recommend!
Guest favourite
Home in Litchfield
4.99 out of 5 average rating, 84 reviews

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

DanielRating, 5 stars2 months 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.
Guest favourite
Home in Montville
4.94 out of 5 average rating, 153 reviews

Hot Tub~Pool~Game Room~Fire Pit~BBQ~Casinos

JohnRating, 5 stars1 day ago
Great place to stay! Felt like I was right at home, Andrew is great and very responsive, would highly recommend to anyone staying in the area
Guest favourite
Home in Litchfield
4.93 out of 5 average rating, 185 reviews

Stunning Views, Bucolic Bliss in 1790s Farmhouse

TessaRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Montville
4.95 out of 5 average rating, 148 reviews

Casino Stay & Play House

AmandaRating, 5 stars3 weeks ago
Place was nice and comfy and he was very responsive.

Weekly house rentals

Guest favourite
Home in Winchendon
4.92 out of 5 average rating, 12 reviews

Lake Front Home on Lake Monomonac

ToddRating, 5 stars7 months ago
We were delighted with the property and it was perfect for my wife and I. The house is small but the use of space is excellent. There is ample living space, bedrooms, dining and kitchen. The space seems bigger because it flow out onto a patio that connects to a veranda. There is even a fire pit if you are so in inclined. We had meals outside and enjoyed the adirondack chairs on the dock. They provided kayaks that we used everyday, the lake was like glass and so peaceful. Nearby are plenty of restaurants. We also ventured to Peterborough and to a local apple orchard for picking apples and freshly made cider donuts. This stay exceeded expectations.
Top guest favourite
Home in Stockbridge
4.93 out of 5 average rating, 41 reviews

Stockbridge Cape Near Tanglewood!

MarkRating, 5 stars5 months ago
Very nice accommodations in a great location. A vehicle needed to get around to plentiful hiking, shops in nearby towns, and cultural sites. Very nice home for family gatherings and with all necessary amenities.
Top guest favourite
Home in Northampton
4.94 out of 5 average rating, 184 reviews

Historic Williams House

KerryRating, 5 stars2 weeks ago
This house is drop dead gorgeous, clean, comfortable, and anything else you could ask for in an Airbnb. They do not supply coffee but they do have a French press and drip coffee machine - the only piece of info I wish I knew before coming. 10/10 experience would love to stay again.
Guest favourite
Home in Enfield
4.91 out of 5 average rating, 11 reviews

3 bdrm house great neighborhood

J DavidRating, 5 stars11 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 favourite
Home in New Britain
4.89 out of 5 average rating, 104 reviews

5•Star CapeCodStyle Gem with a Bedroom on the Main

ErikaRating, 5 stars2 weeks ago
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.
Guest favourite
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 stars6 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!
Top guest favourite
Home in Holyoke
4.97 out of 5 average rating, 328 reviews

Explore Holyoke from this charming 3 Bedroom house

VirginiaRating, 5 stars5 days ago
This was a perfect place for us to stay at, the place feels like home. My daughter had so much fun jumping in the backyard and playing around. We had a convening really closed by, and the host was super nice with letting us do our debrief meeting at the house. We super appreciated being able to charge our car over night as well. Great folks!> Thank you.
Guest favourite
Home in East Hampton
4.92 out of 5 average rating, 93 reviews

Clean private home near Lake Pocotopaug!

CathyRating, 5 stars4 months ago
I highly recommend this property. It was perfect for our Christmas visit with family. The furniture and beds were very comfortable. We truly enjoyed our stay in East Hampton. We will be back!

Private house rentals

Guest favourite
Home in Monterey
4.97 out of 5 average rating, 34 reviews

Hupi House: A Peaceful, Wooded, Lakeside Sanctuary

GallianeRating, 5 stars2 months 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 stars9 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 favourite
Home in Colebrook
4.96 out of 5 average rating, 74 reviews

Log Cabin sleeps 30 bunk style on 350 acres

RomaricRating, 5 stars8 months ago
Beautiful time, we can't wait to come again.
Guest favourite
Home in Otis
4.93 out of 5 average rating, 15 reviews

Spacious Lake Front Home

JeanRating, 5 stars5 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.
Top guest favourite
Home in Preston
5 out of 5 average rating, 69 reviews

1791 House

PatriciaRating, 5 stars5 days ago
We were 7 women celebrating a 90th birthday party. We could not have picked a better place to stay. The house was SPECTACULAR!!! The grounds were amazing, plenty of parking, quiet but close to anything you might need or want! A welcome basket with a personalized note made us feel special. I had a question and called the host. She answered the call and question but we continued to talk like old friends. So friendly! The bedrooms were stunning. Very comfortable mattresses, delicious linens and pillows! Everything was perfect. We not only had a beautiful home to stay in, but we all came home with memories of a perfect weekend! Thank you Kim! We already want to come back!!
Guest favourite
Home in East Haddam
5 out of 5 average rating, 25 reviews

Elegant Countryside Estate

AnjaliRating, 5 stars5 months ago
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.
Guest favourite
Home in Norwich
4.89 out of 5 average rating, 9 reviews

Charming house in Norwich!

RobynRating, 5 stars9 months ago
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.
Guest favourite
Home in Hadley
4.78 out of 5 average rating, 27 reviews

Amherst/Hadley Country Living 5 Colleges Gardens

ShelleyRating, 5 stars6 months ago
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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