Maimon Beach - Vacation Rentals in South Windsor

Entire house for big group-minutes from Hartford From US $379
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Cambria Hotel Manchester South Windsor From US $179
         

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9.2 (917 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Modern & Cozy Cape | 4 Bedroom House | Central Location From US $287
         

Comfy Nest ~ 3BR Sleeps 7 ~ 15 mins to Hartford From US $361
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Manchester 1-Bedroom Oasis APT Near Downtown Main Street. Pet-Friendly! From US $304
         

Luxury Places to Stay in South Windsor

Over 153+ Luxury Places to Stay in or Near South Windsor
Spacious Yard with Gazebo Charming Windsor Retreat From US $440
         

Spacious Yard w/Gazebo: Charming Windsor Retreat From US $434
         

9.4 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Cozy Nest ~ 3.5BR & 2Bath Home ~ Manchester CT From US $360
         

9.2 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Vernon Motel From US $359
         

4.4 (70 Reviews)
Hotel
  • Air Conditioner
  • Pet Friendly
  • Wheelchair Accessible
Residence Inn Hartford Manchester From US $344
         

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8.3 (93 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in South Windsor

Over 22+ Top-Rated Vacation Rentals with a Pool in or Near South Windsor
HYATT house Hartford North/Windsor From US $166
         

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9.0 (1008 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Residence Inn By Marriott Hartford Manchester From US $171
         

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9.0 (544 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Cambria Hotel Manchester South Windsor From US $140
         

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8.9 (200 Reviews)
Hotel
  • Pool
  • Private Pool
  • Child Friendly
Holiday Inn Express Vernon - Manchester by IHG From US $152
         

8.6 (1005 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hampton Inn & Suites Hartford-Manchester From US $135
         

8.6 (1002 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Fairfield Inn & Suites Hartford Manchester From US $148
         

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8.6 (1001 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hyatt House Hartford North/Windsor From US $266
         

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8.6 (445 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Hampton Inn & Suites Hartford-Manchester From US $264
         

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8.6 (223 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in South Windsor

Over 44+ Pet-Friendly Vacation Rentals in or Near South Windsor
3-bedroom 1 bath house in amazing Manchester with AC From US $227
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Modern Cozy Studio From US $148
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Red Roof Inn Hartford - Vernon From US $90
         

5.8 (816 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Island Vibes Home From US $253
         

9.6 (21 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming Luxury 1BR Near Downtown. Dog Friendly! From US $297
         

9.4 (12 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy 2 Bedroom Family Stay From US $153
         

8.8 (15 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Downtown and secluded From US $234
         

8.4 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
comfortable home away from homenn From US $206
         

8.0 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in South Windsor

Over 3+ Large Vacation Homes & Villas in or Near South Windsor
10 Mi to Hartford Family Home with Yard From US $262
         

Wheelchair Accessible Vacation Homes in South Windsor

Over 27+ Wheelchair Accessible Vacation Homes in or Near South Windsor
Modern Apartment in Prime Location (ID8475X33) From US $76
         

New
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Super 8 by Wyndham Hartford From US $86
         

4.2 (243 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Courtyard By Marriott Hartford/Windsor Airport From US $146
         

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9.0 (1001 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Holiday Inn Express Vernon-Manchester by IHG From US $192
         

8.3 (315 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hilton Garden Inn Hartford North/Bradley Int'l Airport From US $131
         

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8.8 (1004 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Marriott Hartford/Windsor Airport From US $199
         

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8.3 (127 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Best Western Manchester From US $110
         

8.6 (503 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Homewood Suites By Hilton Hartford Manchester From US $239
         

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8.2 (169 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

South Windsor Vacation Rentals and Airbnb Places to Stay Under $200

Over 77+ South Windsor Vacation Rentals and Airbnb Places to Stay Under $200
Humble Abode #2 From US $159
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Premium convenient stays From US $122
         

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10.0 (1 Review)
Apartment
  • Parking
  • Accessibility
  • Security/Safety
Residence Inn by Marriott Hartford/Windsor From US $148
         

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8.2 (735 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Instantly Bookable Vacation Homes in South Windsor

Over 40+ Instantly Bookable Vacation Homes in or Near South Windsor
Central Chic Pad - with Free Parking, Heat & AC From US $211
         

9.6 (7 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Entire guest suite in South Windsor, Connecticut From US $108
         

New
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford From US $316
         

9.4 (22 Reviews)
House
  • Air Conditioner
  • TV
  • Security/Safety
Historical Blvd. Cheney Bros HillTop Mansion From US $237
         

9.2 (20 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Vintage Windsor Home: Private Yard & Covered Deck From US $224
         

Eden's Lodge From US $330
         

New
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Fantastic 3-bedroom apartment with AC in East Hartford From US $299
         

New
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

About South Windsor Vacation Rentals

With more than 162 South Windsor vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Maimonbeach and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in South Windsor.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Maimonbeach South Windsor, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in South Windsor. Places to stay near South Windsor are 687.57 ft² on average, with prices averaging $193 a night.

Maimonbeach makes it easy and safe to find and compare vacation rentals in South Windsor with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in South Windsor

Type Count
Vacation Homes 59
Holiday Apartments 53
Hotels with Suites 49
Others 1

Use these Quick Filters to Find a Vacation Rental in South Windsor

Pro Tip: Maimonbeach makes it easy to compare the best listings on Maimonbeach homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Maimonbeach homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in South Windsor.

Weather in South Windsor

View the weather forecast for South Windsor before booking your South Windsor Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

South Windsor Vacation Rental Frequently Asked Questions

What are the top vacation rentals in South Windsor?
How many vacation rentals are available in South Windsor?

Currently, the total number of properties listed in 2026 is over 162 in the South Windsor area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in South Windsor.