Holiday Rentals in South Windsor

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in South Windsor

Spacious three bedroom house with pool and hot tub near Historic Suffield Center
10.0 out of 10, Exceptional, 2 reviews
"It was wonderful! Enough room for everyone and everything was cozy and working. Appreciate the stay!"
Spacious three bedroom house with pool and hot tub near Historic Suffield Center
Fun Downtown Location
9.8 out of 10, Exceptional, 48 reviews
"Nice space with 3 roomy bedrooms. Plenty of storage for clothes. Bathroom is small but not untypical of this era home. Steps to second floor are steep, so consider this. Kitchen has what you need for a short stay."
Fun Downtown Location
PICON COZY
8.0 out of 10, Very good, 43 reviews
"Fidelis demonstrated exceptional professionalism throughout our interaction. He was remarkably accommodating, consistently honest, and promptly addressed any inquiries I had, usually within minutes. On the rare occasion that he couldn't respond immediately, he took the time to provide an explanation and offer his apologies. Recently, my son relocated to this area for work, and thanks to Fidelis, I can now rest assured that my 24-year-old son, who has yet to experience living on his own, is safe...
The price is €160
includes taxes & fees
5 Jun - 6 Jun
PICON COZY
Save an average of 15% on thousands of hotels when you're signed in
Go Jump in the Lake!
10.0 out of 10, Exceptional, 127 reviews
"House was very clean, well equipped and had everything we needed to enjoy a relaxing getaway as a family. We enjoyed the firepit, covered porch and lakeside fun."
The price is €268
includes taxes & fees
12 Jun - 13 Jun
Go Jump in the Lake!
Lakefront Cottage w/ Covered Porch & Dock!
3.0 star property
Lakefront Cottage w/ Covered Porch & Dock!
Mountaintop Horse Farm with Heated Pool
10.0 out of 10, Exceptional, 15 reviews
"Thank you for a lovely home to stay in during our family funeral weekend!"
Mountaintop Horse Farm with Heated Pool
Lake | PetsOK | Wi-Fi | W&D | Fire Pit | Kayaks
9.6 out of 10, Exceptional, 25 reviews
"Joe was very attentive and left the house very clean for us. Definitely worth the money"
The price is €321
includes taxes & fees
5 Jun - 6 Jun
Lake | PetsOK | Wi-Fi | W&D | Fire Pit | Kayaks
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
9.0 out of 10, Wonderful, 2 reviews
"This was easily accessible to many places and the check-in process and communications with the owner were exceptional. Great place to stay."
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF
9.8 out of 10, Exceptional, 106 reviews
"Very nice stay. Only disappointment was the lack of a hot tub. Otherwise a perfect venue for our group."
Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF
Live the life! Stunning Private Studio Guest Suite in an Avon Mountain Mansion!
9.8 out of 10, Exceptional, 8 reviews
"This is an immaculate guest suite with incredible views in a gorgeous setting. The owners were extremely responsive and communicative, enhancing our stay. The bed is very comfortable and the appliances and just about everything looks brand new. The grounds, pool area and views are amazing. If you’re looking for a comfortable and peaceful stay in a relaxing setting, this is the place! Your hosts will make sure you are well taken care of."
The price is €358
includes taxes & fees
30 Jun - 1 Jul
Live the life! Stunning Private Studio Guest Suite in an Avon Mountain Mansion!
Massive 5 Bedrooms: 3King 2Queen
The price is €737
includes taxes & fees
5 Jun - 6 Jun
Massive 5 Bedrooms: 3King 2Queen
Lakefront | King | PetsOK | W&D | Fire Pit | Kayak
9.6 out of 10, Exceptional, 8 reviews
"Clean comfortable cottage in a beautiful location. Kitchen and bathroom are well stocked with all the essentials. Would definitely stay here again!"
The price is €367
includes taxes & fees
5 Jun - 6 Jun
Lakefront | King | PetsOK | W&D | Fire Pit | Kayak
Welcome to Honey Spot!
10.0 out of 10, Exceptional, 24 reviews
"We loved this property! Had everything we needed and we didn't have time to use or enjoy everything. The beds were SO COMFY!!! Loved having 2 bathrooms also. Great communication with the host! We would love to come back!"
The price is €286
includes taxes & fees
11 Jun - 12 Jun
Welcome to Honey Spot!
Privacy, entertainment, comfort galore 2 BR LR 1BA Home Theater, Pool Table
10.0 out of 10, Exceptional, 56 reviews
"The place was nice and is clean. I knew it was a downstairs of a house. The owner does have a dog that barks from time to time in the evening and you can hear people above, but was not too much to handle. Overall was a nice place in a nice town."
Privacy, entertainment, comfort galore 2 BR LR 1BA Home Theater, Pool Table
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
10.0 out of 10, Exceptional, 7 reviews
"Adorable cottage with full kitchen, luxurious bathroom and comfiest beds!! Cutest cul de sac with friendly neighbors"
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
lakefront estate
3.8 out of 10, 8 reviews
"Overall do not stay in this house! They are scamming people! They say they are military family yet took advantage of one!! Still owe me my refund and refuse to answer VRBO to give the okay to refund my money! This place was not clean it was very unsanitary and there were drug paraphernalia in the backyard! Towels wet and dirty on the bathroom floor and one of the bedrooms the sheets were dirty in the floor claimed that the house keeper cleaned it! The pool was disgusting!! I have videos pictures...
lakefront estate
Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!
9.0 out of 10, Wonderful, 18 reviews
"The property is as advertised. If you have a lot of people that just needs a place to sleep and collect yourseves, this is a wonderful place fir the price. The owner is a pleasure to work with and very responsive. Also met some of the neighbors and it is reassuring that they all watch out for one another."
The price is €546
includes taxes & fees
10 Jun - 11 Jun
Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
9.6 out of 10, Exceptional, 29 reviews
"It was nice stay!"
The price is €363
includes taxes & fees
11 Jun - 12 Jun
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
comfortable home away from home
9.2 out of 10, Wonderful, 5 reviews
"This little house is tucked behind some bigger neighbors. It was comfortable and quiet! We had a ball watching the antics of a family of squirrels. It fit our needs perfectly!"
comfortable home away from home
Lakefront | King | W&D | Fire Pit | Kayaks | SUPs
9.8 out of 10, Exceptional, 14 reviews
"It a cute cottage style house that is steps away from a beach on the lake. Very close to the neighbors. If you play the record player you will cause a noise alarm to go off which I was not aware of prio to staying there."
The price is €440
includes taxes & fees
18 Jun - 19 Jun
Lakefront | King | W&D | Fire Pit | Kayaks | SUPs
Don't see what you're looking for?
See all available properties in South Windsor
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.

Other types of properties in South Windsor you may be interested in

Cambria Hotel Manchester South Windsor
3.0 star property
9.4 out of 10, Exceptional, 391 reviews
"I loved how peaceful the property was, room was clean, very nice staff. I didn’t like that there wasn’t any arcade/game room. Otherwise it was very nice and modern. I recommend it!"
The price is €153
includes taxes & fees
2 Jul - 3 Jul
Cambria Hotel Manchester South Windsor
Holiday Inn Express Southington, an IHG Hotel
2.5 star property
8.4 out of 10, Very good, 1,007 reviews
"Great "
The price is €156
includes taxes & fees
23 Jun - 24 Jun
Holiday Inn Express Southington, an IHG Hotel
MGM Springfield
4.0 star property
8.8 out of 10, Excellent, 1,012 reviews
"We loved our room. We enjoyed the atmosphere and the casino, although we did not gamble. We loved having dinner at Costa."
The price is €156
includes taxes & fees
18 Jun - 19 Jun
MGM Springfield
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.

Everything you need to know about South Windsor holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the South Windsor holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 South Windsor holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

South Windsor holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A South Windsor holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of South Windsor holiday rentals we have selected for you start as low as €160 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on South Windsor rentals

At Expedia, we put the best South Windsor holiday 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 South Windsor 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 South Windsor holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South Windsor. 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 holiday rentals in South Windsor?

Yes, there are holiday rentals in South Windsor close to Nomads Adventure Quest, or you can select a more secluded option if you're looking for a relaxing stay. South Windsor is known for its shopping and golf courses. Make sure you have time to check out the restaurants while you're in the area.

What’s there to see and do in South Windsor?

Connecticut River and Scantic River State Park are a couple of scenic spots to enjoy the outdoors, whereas Wood Memorial Library & Museum is one of the cultural attractions. Other places in town to visit include Promenade Shops at Evergreen Walk and Shoppes at Buckland Hills.

What’s a holiday rental in South Windsor like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in South Windsor. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.

Recent reviews of South Windsor properties
Expedia verified reviews