Southwick Holiday Rentals

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Holiday Rentals in Southwick

Linny's Lakeview Cottage - Cozy, fun & updated

Southwick
10.0 out of 10, Exceptional, (65)
"Enjoyed our stay. "
United States
Cathy B.
Linny's Lakeview Cottage - Cozy, fun & updated

Lux Boutique Large Private LOFT Pratt St Hartford

Downtown Hartford
8.4 out of 10, Very good, (23)
"Very clean and spacious! Loved all the amenities. Room itself was a bit echoey, but nice and quiet."
United States
Kiara
The price is AU$232
includes taxes & fees
16 Dec - 17 Dec
Lux Boutique Large Private LOFT Pratt St Hartford

Elm Suite with a Private Bathroom in front of Smith College Quadrangle

Northampton
9.8 out of 10, Exceptional, (22)
"Lovely space and lovely host, great value!"
United States
Carl
Elm Suite with a Private Bathroom in front of Smith College Quadrangle

Cozy apartment in charming Hartford with AC, WiFi

Downtown Hartford
8.8 out of 10, Excellent, (9)
"Very nice for one night"
United States
Jack
The price is AU$232
includes taxes & fees
16 Dec - 17 Dec
Cozy apartment in charming Hartford with AC, WiFi

Tiny Home with AC and WiFi in lovely Ludlow

Ludlow
8.4 out of 10, Very good, (8)
"Good stay for an overnight in the area, location was a little tricky to find at night but once I did it was easy to get in. Had all the amenities needed for a short stay and is near the highway for quick on and off."
United States
Matthew H.
The price is AU$228
includes taxes & fees
10 Dec - 11 Dec
Tiny Home with AC and WiFi in lovely Ludlow

Peace and quiet on the lake

Sherwood Forest
9.6 out of 10, Exceptional, (230)
"Great communication, comfortable home, love the location"
United States
Susan C.
Peace and quiet on the lake

Experience Downtown Hartford near XL Center

Downtown Hartford
6.6 out of 10, (7)
"Nice place, good location. "
United States
Lacey A.
The price is AU$232
includes taxes & fees
7 Dec - 8 Dec
Experience Downtown Hartford near XL Center

Newly Renovated 2 floor Getaway

3.5 star property
Forest Park
The price is AU$974
includes taxes & fees
8 Dec - 9 Dec
Newly Renovated 2 floor Getaway

HOMEY HOMEY

Sixteen Acres
2.8 out of 10, (5)
"We did not even stay. The upstairs has access to the basement door so I did not at all feel comfortable. And there is a terrible mildew smell. "
United States
Erin N.
The price is AU$254
includes taxes & fees
10 Dec - 11 Dec
HOMEY HOMEY

Dog Friendly A-Frame in the Berkshires! Hike/Ski Appalachian Tr. Walk to lake!

Sherwood Forest
10.0 out of 10, Exceptional, (5)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
The price is AU$575
includes taxes & fees
15 Dec - 16 Dec
Dog Friendly A-Frame in the Berkshires! Hike/Ski Appalachian Tr. Walk to lake!

Modern Family Retreat | Near Downtown Hartford | Sleeps 10

2.0 star property
Bloomfield
9.4 out of 10, Exceptional, (3)
"There were 7 of us staying for a Wedding near by. The home was bright, clean and very roomy. I would 100% stay here again. Host was on top of everything!! "
United States
Joslynn T.
The price is AU$1,033
includes taxes & fees
16 Dec - 17 Dec
Modern Family Retreat | Near Downtown Hartford | Sleeps 10

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

Sherwood Forest
9.6 out of 10, Exceptional, (231)
"We appreciated how clean and well stocked the cottage was. The owner was very easy to work with. Accurate description of a quiet, secluded get-away in the woods "
United States
Roberta F.
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

3-bedroom house in perfect Springfield with WiFi, AC

2.0 star property
Pine Point
9.6 out of 10, Exceptional, (7)
"The whole experience was great. The host was very nice and the place is comfy and enjoyable to stay at. Highly recommend. "
United States
Joel K.
3-bedroom house in perfect Springfield with WiFi, AC

Little Longbow Lakefront Chalet

Becket
9.6 out of 10, Exceptional, (20)
"Beautiful property, very clean.. excellent place!"
United States
jason g.
Little Longbow Lakefront Chalet

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

Boston Road
9.2 out of 10, Wonderful, (13)
"Location was perfect for us; 10 minutes from family. Host was responsive; we had a lovely stay in Springfield."
United States
Beth P.
The price is AU$488
includes taxes & fees
10 Dec - 11 Dec
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.

2.0 star property
East Windsor
9.8 out of 10, Exceptional, (18)
"Great stay! Very clean and easily accessible"
United States
Nick T.
Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.

PICON COZY

Sixteen Acres
7.4 out of 10, Good, (69)
"This home has the basics and is reasonably comfortable. The parking is good and the area is walkable. It was adequate for my needs. "
United States
Linda W.
The price is AU$268
includes taxes & fees
23 Dec - 24 Dec
PICON COZY

Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

Forest Park
9.8 out of 10, Exceptional, (36)
"His home was great. It had everything our group needed and was as advertised. We enjoyed our stay and would definitely come back again. "
United States
Matthew C.
The price is AU$487
includes taxes & fees
10 Dec - 11 Dec
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!

Forest Park
9.0 out of 10, Wonderful, (28)
"This home was great. It had everything our large group needed and was as advertised. The owner was great to communicate with. We enjoyed our stay and would definitely come back again. "
United States
Matthew C.
The price is AU$801
includes taxes & fees
14 Dec - 15 Dec
Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!

Charming Chicopee Getaway

Chicopee
7.4 out of 10, Good, (3)
"We really appreciated the stay to get together with family. There was plenty of space to play with the toddler and set up the pack-n-play for the infant. And then plenty of room to play board games after the babies were put to bed. "
United States
Tamara S.
The price is AU$430
includes taxes & fees
5 Jan - 6 Jan 2026
Charming Chicopee Getaway
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.
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Top Southwick Hotel Reviews

Find out more about Southwick

Everything you need to know about Southwick 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 Southwick holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, 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 Southwick holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Southwick holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southwick. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southwick 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 Southwick holiday rentals we have selected for you start as low as AU$228 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Southwick rentals

At Expedia, we put the best Southwick 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 Southwick 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 Southwick 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 Southwick. 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

Can I find holiday rentals in Southwick?

Yes, there are holiday rentals close to the most popular sights in Southwick, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Southwick has to offer?

Peace and quiet on the lake: This holiday home rental outside of Southwick is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Southwick?

Choose from 7 Expedia holiday rentals in Southwick for a memorable holiday.

What can I see and do in Southwick?

While exploring the area, visit family-friendly sights like Six Flags New England, or get outside and enjoy nature at Westfield River. While here, The Ranch Golf Club and Congamond Heights are other places worth a visit.

What are holiday rentals like in Southwick?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Southwick. Holiday rentals feature extras like WiFi and washers and dryers so you'll feel right at home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for family trips.