Holiday In The Hamptons - Vacation Rentals in Wolcott

Cozy Lakefront Bungalow w firepit/dock/kayaks From US $622
         

10.0 (45 Reviews)
House
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  • Pet Friendly
Lakefront Home, Close to Mt Southington! From US $531
         

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10.0 (1 Review)
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Lakefront Home, Close to Mt Southington! From US $596
         

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10.0 (2 Reviews)
Cottage
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Lakefront Home, Close to Mt Southington! From US $332
         

10.0 (28 Reviews)
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Cozy quite private location that makes you feel like home From US $151
         

Lakefront Cottage in CT with Hot Tub Pet Friendly From US $276
         

10.0 (11 Reviews)
House
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  • Pet Friendly
2 BEDROOM APARTMENT IN BRISTOL NEAR PLAINVILLE From US $216
         

10.0 (9 Reviews)
Apartment
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  • Pet Friendly
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#27- Luxury Collection From US $452
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Wolcott

Over 156+ Luxury Places to Stay in or Near Wolcott
7 bedroom mansion with Elevator From US $1,168
         

New
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Upscale Waterbury Retreat w/Indoor Hot Tub! From US $737
         

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New
Cottage
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#10 *THE ULTIMATE AIRBNB GETAWAY!* From US $716
         

8.0 (1 Review)
Apartment
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#30 - Spacious & Cozy! From US $603
         

6.8 (5 Reviews)
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  • Pet Friendly
#16 *A COZY GETAWAY* 4BED/3BATH HOME W/FIRE PIT From US $587
         

9.0 (7 Reviews)
House
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  • Pet Friendly
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape From US $522
         

10.0 (41 Reviews)
Cottage
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  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Wolcott

Over 14+ Top-Rated Vacation Rentals with a Pool in or Near Wolcott
Home2 Suites by Hilton Bristol From US $166
         

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9.6 (211 Reviews)
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  • Wheelchair Accessible
Homewood Suites by Hilton Southington, CT From US $150
         

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9.2 (1003 Reviews)
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DoubleTree by Hilton Hotel Bristol, Connecticut From US $178
         

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9.0 (1003 Reviews)
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Home2 Suites By Hilton Bristol From US $163
         

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9.0 (132 Reviews)
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DoubleTree by Hilton Hotel Bristol From US $231
         

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8.7 (157 Reviews)
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Holiday Inn Express Southington by IHG From US $97
         

8.6 (1231 Reviews)
Hotel
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Residence Inn by Marriott Southington From US $144
         

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8.6 (613 Reviews)
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Homewood Suites by Hilton Hartford/Southington CT From US $179
         

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8.6 (220 Reviews)
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  • Pet Friendly

Pet-Friendly Vacation Rentals in Wolcott

Over 50+ Pet-Friendly Vacation Rentals in or Near Wolcott
#9 - *STUNNING*RENOVATED* *4BR HOUSE* From US $366
         

10.0 (1 Review)
Apartment
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Watertown Home with Yard 1 Mi to Echo Lake Park! From US $323
         

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10.0 (1 Review)
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Modern cozy home, pet friendly From US $302
         

10.0 (1 Review)
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  • Pet Friendly
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Watertown Home w/Yard: 1 Mi to Echo Lake Park! From US $283
         

10.0 (1 Review)
House
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  • Pet Friendly
Modern cozy home, pet friendly From US $155
         

10.0 (1 Review)
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  • Pet Friendly
  • Security/Safety
#31 - Downtown Terryville- 1 Br From US $150
         

10.0 (1 Review)
Apartment
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  • Pet Friendly
TWO BEDROOM APARTMENT ON FIRST FLOOR ON A DUPLEX From US $229
         

9.8 (21 Reviews)
Apartment
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#23 *COMFORT & LUXURY* 3 BR/2 BA House From US $347
         

9.8 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Wolcott on PetFriendly.io

Large Vacation Homes & Villas in Wolcott

Over 16+ Large Vacation Homes & Villas in or Near Wolcott
Location location Location From US $498
         

8.8 (6 Reviews)
House
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Econo Lodge Milldale - Southington From US $75
         

6.9 (143 Reviews)
Cabin
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  • Pet Friendly
#27- Luxury Collection From US $604
         

10.0 (3 Reviews)
House
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Charming Connecticut Retreat Near Museums & Hiking From US $257
         

#25 *Massive* 5 BR in Downtown Southington* From US $369
         

8.8 (3 Reviews)
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Coming Soon! #32- Sleeps 10! From US $297
         

New
Apartment
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Beautiful cozy rooms near hospital and down town area From US $157
         

Wheelchair Accessible Vacation Homes in Wolcott

Over 10+ Wheelchair Accessible Vacation Homes in or Near Wolcott
Luxury Stay in the Heart of Waterbury From US $83
         

10.0 (1 Review)
Apartment
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Courtyard Waterbury Downtown From US $169
         

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8.4 (715 Reviews)
Hotel
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  • Wheelchair Accessible
Courtyard by Marriott Southington From US $206
         

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8.8 (465 Reviews)
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Holiday Inn Express Southington by IHG From US $152
         

8.1 (373 Reviews)
Hotel
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Courtyard by Marriott Waterbury Downtown From US $102
         

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8.4 (1151 Reviews)
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Holiday Inn Cheshire - Southington by IHG From US $158
         

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8.0 (297 Reviews)
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Residence Inn Southington From US $221
         

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7.9 (119 Reviews)
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PLYMOUTH MOTOR LODGE From US $109
         

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6.6 (118 Reviews)
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  • Wheelchair Accessible

Wolcott Vacation Rentals and Airbnb Places to Stay Under $200

Over 53+ Wolcott Vacation Rentals and Airbnb Places to Stay Under $200
Stylish studio in Bristol, newly renovated! From US $82
         

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10.0 (1 Review)
Apartment
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  • Pet Friendly
PLYMOUTH MOTOR LODGE From US $95
         

7.6 (184 Reviews)
Hotel
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Tiny, Budget Friendly 1 Bedroom Central CT From US $110
         

New
Apartment
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Large 2nd floor of duplex in town center From US $184
         

9.6 (8 Reviews)
Apartment
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Oh La La!: Home away from home From US $137
         

A Peaceful Atmosphere From US $125
         

New
Condo
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Instantly Bookable Vacation Homes in Wolcott

Over 42+ Instantly Bookable Vacation Homes in or Near Wolcott
Lovely 3 Bedroom Unit for Longer Stays From US $254
         

10.0 (1 Review)
Apartment
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  • TV
  • Security/Safety
Friends & Family Retreat in Charming 4-bedroom House From US $421
         

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House
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  • Pet Friendly
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Stylish 2BR Apartment Fireplace Workspace 2 Parking Spots From US $243
         

10.0 (1 Review)
Apartment
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  • Security/Safety
  • Bedding/Linens
Fun Downtown Location 2nd flr From US $204
         

9.8 (80 Reviews)
Apartment
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The Connecticut Chalet - On 5 Acres! From US $363
         

9.8 (13 Reviews)
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NEW-Another Fun Downtown Location 1st floor From US $268
         

9.6 (26 Reviews)
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  • TV

About Wolcott Vacation Rentals

With more than 165 Wolcott vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Holidayinthehamptons 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 Wolcott.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Holidayinthehamptons Wolcott, 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 Wolcott. Places to stay near Wolcott are 630.63 ft² on average, with prices averaging $268 a night.

Holidayinthehamptons makes it easy and safe to find and compare vacation rentals in Wolcott 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 Wolcott

Type Count
Vacation Homes 75
Holiday Apartments 50
Hotels with Suites 27
Cottages 6
Cabin Rentals 2

Use these Quick Filters to Find a Vacation Rental in Wolcott

Pro Tip: Holidayinthehamptons makes it easy to compare the best listings on Holidayinthehamptons homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Holidayinthehamptons 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 Wolcott.

Weather in Wolcott

View the weather forecast for Wolcott before booking your Wolcott 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

Wolcott Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Wolcott?
How many vacation rentals are available in Wolcott?

Currently, the total number of properties listed in 2026 is over 165 in the Wolcott area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Wolcott.