South Windsor Vacation Rentals from ￥26,153: Search Short-Term Rentals

Q: What's the top vacation rental in South Windsor?

Cabin Love at the Lake : This vacation home rental outside of South Windsor offers a fireplace, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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In two weeks

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Our top choices for South Windsor vacation rentals

A modern living room with a sofa, a coffee table, and a rug.

1. Entire guest suite in South Windsor, Connecticut

South Windsor

Arthur

￥17,546 total

includes taxes & fees

Nov 4 - Nov 5

A living room with a green sofa, a coffee table, a TV, and a dining area with chairs and a table.

2. Crested One Place - with Free Parking, Heat & AC

Manchester

phillip s.

￥33,433 total

includes taxes & fees

Nov 11 - Nov 12

A blue sofa with plaid pillows, a glass coffee table with a white flower centerpiece, and two potted plants.

3. Premier League Pad - with Free Parking, Heat & AC

Manchester

Corey J.

￥38,541 total

includes taxes & fees

Nov 4 - Nov 5

A living room with a TV, sofas, armchairs, and a fireplace.

4. Willow Haven 2BR Cozy Retreat, Close to Hartford

Manchester

alissa

￥67,644 total

includes taxes & fees

Nov 8 - Nov 9

A kitchen with wooden shelves, a toaster, and a sink.

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

East Windsor

Nicole G.

￥26,026 total

includes taxes & fees

Nov 4 - Nov 5

A living room with a staircase, red and grey sofas, a coffee table, and a red door.

6. Modern & Cozy Cape | 4 Bedroom House | Central Location

Manchester Center

John S.

￥46,299 total

includes taxes & fees

Nov 4 - Nov 5

A living room with a dining area, a TV, and a large window with a view of buildings.

7. Central Chic Pad - with Free Parking, Heat & AC

Manchester

Domenic

￥33,433 total

includes taxes & fees

Nov 8 - Nov 9

A bedroom with a bed, two bedside lamps, a nightstand, a dresser, and artwork on the wall.

8. Peaceful pet friendly 1-bedroom with in unit laundry in enjoyable Manchester

Manchester Center

Jason

￥44,828 total

includes taxes & fees

Nov 4 - Nov 5

A wooden deck with a railing, a door, and a view of trees.

9. Cozy 1-bedroom apartment in enchanting Manchester, with A/C & wifi, kitchen

Manchester Center

Brian A.

￥24,343 total

includes taxes & fees

Nov 8 - Nov 9

A modern living room with a gray sofa, a coffee table, and a dining area with a table and chairs. There is a TV and a plant in the room.

10. TruStay in Central CT

Manchester

Maxine L.

￥36,925 total

includes taxes & fees

Nov 5 - Nov 6

A kitchen cabinet with shelves holding glasses, bowls, and plates.

11. Perfect comfort 1-bedroom apartment in welcoming Manchester for your stay

Manchester

A bedroom with a bed, bedside tables, a nightstand, and a patterned rug.

12. Premium Enjoyable 1-bedroom apartment in central Manchester

Manchester

￥34,423 total

includes taxes & fees

Nov 22 - Nov 23

A modern dining area with a marble table, white chairs, and a chandelier.

13. Comfy Nest ~ 3BR Sleeps 7 ~ 15 mins to Hartford

Manchester

Kim A.

￥51,325 total

includes taxes & fees

Nov 22 - Nov 23

A modern living room with a grey sectional sofa, a coffee table, decorative mirrors, and a flat-screen TV mounted on the wall.

14. Red Door Retreat

Vernon

￥54,209 total

includes taxes & fees

Nov 16 - Nov 17

A modern conference room with wooden flooring, grey sofas, a blue ottoman, and a flat-screen TV on the wall.

15. Trumbull Apartments

Downtown Hartford

Nicolas

￥48,426 total

includes taxes & fees

Nov 27 - Nov 28

A modern living room with a flat-screen TV, a glass coffee table, and a staircase leading to another level.

16. Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

Manchester

John S.

￥46,480 total

includes taxes & fees

Nov 8 - Nov 9

A multi-story building with a brick facade, large windows, and a street lamp.

17. Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator

Downtown Hartford

Bonita T.

￥32,851 total

includes taxes & fees

Nov 4 - Nov 5

A modern kitchen with black cabinets, a white countertop, and a built-in oven.

18. Lux Boutique Large Private LOFT Pratt St Hartford

Downtown Hartford

Josh H.

￥41,636 total

includes taxes & fees

Nov 4 - Nov 5

A garden pathway leading to a white arbor with pink flowers, surrounded by lush greenery and a clear sky.

19. Spacious Yard w/ Gazebo: Charming Windsor Retreat

Windsor

Delores N.

￥109,670 total

includes taxes & fees

Nov 23 - Nov 24

20. Totally Private Cozy studio in awesome Hartford with WiFi, AC

Downtown Hartford

Manuel M.

￥41,636 total

includes taxes & fees

Nov 4 - Nov 5

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Top South Windsor Hotel Reviews

Candlewood Suites Windsor Locks Bradley Arpt by IHG

10/10 Excellent

"The room was clean. Staff was friendly and professional. And I really like the shuttle service."

MGM Springfield

8/10 Good

"I thoroughly enjoyed my spacious, clean room and bathroom. The housekeeping staff were warm, friendly, kind, and very helpful. I slept like a baby for the first two nights, which made my stay especially enjoyable. Unfortunately, the last night was horrible. There were people making excessive noise both above me and outside my room, making it difficult to enjoy the peaceful environment I had experienced the previous two nights. I also enjoyed the gelato and pastries. However, my experience at Roosted Beans Coffee was disappointing. The staff were inattentive and unprofessional, appearing more focused on their personal conversations than on serving guests. Had I not been paying attention while the barista prepared my drink, I would have received the wrong order. Overall, there were some wonderful aspects of my stay, but the noise disturbance on my last night and the poor customer service at the coffee shop took away from an otherwise enjoyable experience."

The Capitol Hotel

10/10 Excellent

"While the hotel is not flashy or modern by any standard, the room I got was clean. And when I opened the curtains - I had a view of the Connecticut State Capitol & Bushnell Park. So it's a great location. I used their underground parking and found the staff to be very helpful. I was in town for a concert - but I could see this as a very handy location for anyone with business in Downtown Hartford."

Find out more about South Windsor

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Frequently asked questions

Are there vacation rentals in South Windsor?

Yes, we offer vacation rentals in South Windsor near Nomads Adventure Quest, or you can choose a secluded option if you're looking for extra privacy while you relax. 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 the top vacation rental in South Windsor?

Cabin Love at the Lake: This vacation home rental outside of South Windsor offers a fireplace, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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

Connecticut River and South Windsor Bark 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 Nomads Adventure Quest and Promenade Shops at Evergreen Walk.

What’s a vacation rental in South Windsor like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in South Windsor. Vacation rentals offer extras such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for a family trip.

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Check prices for these dates

Our top choices for South Windsor vacation rentals

1. Entire guest suite in South Windsor, Connecticut

2. Crested One Place - with Free Parking, Heat & AC

3. Premier League Pad - with Free Parking, Heat & AC

4. Willow Haven 2BR Cozy Retreat, Close to Hartford

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

6. Modern & Cozy Cape | 4 Bedroom House | Central Location

7. Central Chic Pad - with Free Parking, Heat & AC

8. Peaceful pet friendly 1-bedroom with in unit laundry in enjoyable Manchester

9. Cozy 1-bedroom apartment in enchanting Manchester, with A/C & wifi, kitchen

10. TruStay in Central CT

11. Perfect comfort 1-bedroom apartment in welcoming Manchester for your stay

12. Premium Enjoyable 1-bedroom apartment in central Manchester

13. Comfy Nest ~ 3BR Sleeps 7 ~ 15 mins to Hartford

14. Red Door Retreat

15. Trumbull Apartments

16. Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

17. Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator

18. Lux Boutique Large Private LOFT Pratt St Hartford

19. Spacious Yard w/ Gazebo: Charming Windsor Retreat

20. Totally Private Cozy studio in awesome Hartford with WiFi, AC

Find vacation rentals that suit your style

Top South Windsor Hotel Reviews

Candlewood Suites Windsor Locks Bradley Arpt by IHG

Motel 6 Enfield, CT - Hartford

Holiday Inn Express Southington by IHG

MGM Springfield

La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

Best Western Hartford Hotel & Suites

Blue A Modern Hotel, an Ascend Collection Hotel

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

The Capitol Hotel

Find out more about South Windsor

Frequently asked questions

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