House holiday rentals in Springfield

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Popular amenities for Springfield house rentals

House rentals with a pool

Superhost
Home in Stonington
4.9 out of 5 average rating, 101 reviews

Homestead Near Mystic, Casinos & Beaches

AnnmarieRating, 5 stars1 week ago
We were so much more than pleased with everything about this warm, welcoming and beautiful home. It was perfect for our friends gathering. Keith was very accommodating and very responsive. The area is close to so many different attractions. I would highly recommend staying here
Guest favourite
Home in Colrain
4.9 out of 5 average rating, 126 reviews

The 1770 House

BrianRating, 5 stars3 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.
Top Guest favourite
Home in Monroe
4.97 out of 5 average rating, 200 reviews

Garden Level Suite with Beautiful Pool

GraceRating, 5 stars2 months ago
We had an amazing time at Marybeth’s suite—it truly felt like a winter wonderland. Our kids had a blast "swimming" in the snow and "rolling" over the gentle hills. Every moment was filled with joy, whether we were relaxing in the sunroom, playing in the snow, or swinging outside. The time spent together as a family, along with our conversations with Marybeth and her family, was truly precious. We can’t wait to return in the summer!
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.
Top Guest favourite
Home in Stonington
4.97 out of 5 average rating, 221 reviews

Perfect New England Getaway has a pool/ hot tub

JenniferRating, 5 stars1 week ago
We had such a nice time at Tracey and Patrick's. The house was perfect for our family and two little dogs. There was plenty of space for everyone, and anything we could've possibly needed was there and easy to find. The location was perfect in a nice quiet neighborhood that was just a short distance drive from anything you might want to do during your vacation. What a wonderful . We all agreed we would definitely like to visit again and would certainly stay at Tracey and Patrick's if available. Thank you so much for all the great memories! Jen & Co.
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 stars5 days 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 stars3 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!

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.
Guest favourite
Home in New Britain
4.9 out of 5 average rating, 106 reviews

5•Star CapeCodStyle Gem with a Bedroom on the Main

GregRating, 5 stars4 days ago
We had a great stay at Chana’s place. She was very easy to communicate with and the house was comfortable and very clean. We’d love to stay again next time we’re in CT!
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!
Superhost
Home in Fitzwilliam
5 out of 5 average rating, 7 reviews

Large summer home on Laurel Lake NH

BetsyRating, 5 stars69 months ago
This is a place that gives families the time, simplicity, and space to relax together and reconnect. All of the happiness and love of many generations fills the air. This is a wonderful setting for extended families and friends to gather. There is a lot for everyone to do at the house, the lake, and in the Monadnock region. This is a one of a kind property that is very special today more than ever.
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!
Guest favourite
Home in Lee
4.97 out of 5 average rating, 100 reviews

Stylish Mid-century Modern Berkshires Cape

LarryRating, 5 stars1 month ago
The home was very clean and as described with everything we needed for our visit. Chris was very clear with his check-in instructions and quickly responsive to questions as we got settled. I would stay here again.
Guest favourite
Home in Montville
4.8 out of 5 average rating, 45 reviews

Cozy Cape on the Cove

KatyRating, 5 stars2 days ago
Highly recommended! Deborah was very quick to respond to my reservation and follow up questions. House is very clean and well stocked. Looking forward to my next visit in a few weeks.

Private house rentals

Top Guest favourite
Home in Egremont
4.96 out of 5 average rating, 120 reviews

The Berkshires Mountain Terrace LUX Home Sleeps 7

CourtneyRating, 5 stars2 months ago
This was a beautiful and well kept home and was a delight to stay in. Natalia was also a lovely and communicative host. We had no issues and would happily stay there again.
Guest favourite
Home in Chester
4.98 out of 5 average rating, 209 reviews

Stunning Artisan Waterfall Escape, Walk Downtown

TimRating, 5 stars6 months ago
We'd been looking forward to coming back to The Recycle House since we first stayed there in 2022. Safe to say it was just as we remembered it...great house, great location, wonderful community. Looking forwarded to returning.
Top Guest favourite
Home in Belchertown
4.98 out of 5 average rating, 65 reviews

Moonstone Lake House – romance and serenity

AshleeRating, 5 stars2 days ago
A wonderful stay — Moonstone is charming and full of soul, with a deck right up on the lake’s edge. Beautiful scenery and a quick drive to many places. Woods nearby to walk in and provided kayaks make this spot great for nature lovers. Mighty was communicative and responsive, the cottage was filled with handwritten notes giving us any info we needed. Lots of personal touches and plants made it cozy. Good amenities and a little bigger than I thought from the pictures!
Superhost
Home in Canaan
4.96 out of 5 average rating, 72 reviews

Peaceful Berkshire Getaway (A/C, Lake Access)

PaulRating, 5 stars10 months ago
Becky’s house was exactly as listed with plenty of space to relax and enjoy the area. Her gardens are beautiful and the house is convenient to the Berkshires without the stress of the downtown areas. We are extremely appreciative of all that was provided!
Guest favourite
Home in Warren
4.94 out of 5 average rating, 108 reviews

Litchfield County Getaway

DemianRating, 5 stars5 months ago
Was in the area to visit family and this was a perfect location for me. Had just what my family needed to have a great weekend
Superhost
Home in North Adams
4.89 out of 5 average rating, 109 reviews

Central Haus (Group getaway on a quiet street)

MichelleRating, 5 stars1 week ago
Great stay at Mian and Anthony's place. Kitchen was well stocked with everything we needed, there was tons of space, and comfy beds. We are grateful that they allowed us an early check in too. Would stay with them again gladly!
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 Lyme
4.92 out of 5 average rating, 330 reviews

Stunning, peaceful and private home

KimRating, 5 stars3 weeks ago
The house was great and we were able to get Ubers to go to dinner. Beautiful house and stocked with everything you would need. We were on a girls weekend and had trouble with the locks but we just used the key. It could have just been us. We had a wonderful time and enjoyed the home.

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

  • Wi-Fi availability

    140 properties include access to Wi-Fi

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