61+ Private Villas and Holiday Rentals in Lakeside |
Lakeside Holiday Rentals
10.0
Exceptional
(42 Reviews)
- Torrington
- Bethlehem Village
- 0.93 mi to center
880 ft²
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cabin
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $370/Night
For 7 Nights CA $2,594
10.0
Exceptional
(6 Reviews)
- Connecticut
- Lakeside
- 1.13 mi to center
18298.65 ft²
7 Guests
3 Bedrooms
2 Bathrooms
Free Cancellation
House
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $891/Night
For 7 Nights CA $6,238
10.0
Exceptional
(34 Reviews)
- Connecticut
- Lakeside
- 1.57 mi to center
1400 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Cottage
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $496/Night
For 7 Nights CA $3,469
10.0
Exceptional
(1 Review)
4499.31 ft²
6 Guests
5 Bedrooms
3 Bathrooms
House
- Oceanfront
- Fireplace/Heating
- Pool
CA $920/Night
For 7 Nights CA $6,438
10.0
Exceptional
(15 Reviews)
- Torrington
- Bethlehem Village
- 1.24 mi to center
1000 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $547/Night
For 7 Nights CA $3,827
10.0
Exceptional
(12 Reviews)
- Torrington
- Morris
- 0.79 mi to center
2000 ft²
8 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- View
CA $1,363/Night
For 7 Nights CA $9,540
9.8
Exceptional
(99 Reviews)
- Torrington
- Bethlehem Village
- 0.77 mi to center
960 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- View
CA $244/Night
For 7 Nights CA $1,711
9.8
Exceptional
(25 Reviews)
- Torrington
- Morris
- 1.28 mi to center
950 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Pet Friendly
- Kitchen
- Parking
CA $311/Night
For 7 Nights CA $2,180
9.8
Exceptional
(6 Reviews)
- Torrington
- Bethlehem Village
- 1.09 mi to center
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $491/Night
For 7 Nights CA $3,436
Luxury Holiday Rentals in Lakeside
Over 52+ Luxury Holiday Rentals in or Near Lakeside
New
- Connecticut
- Lakeside
- 1.57 mi to center
1 ft²
16 Guests
13 Bedrooms
5 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
CA $3,376/Night
For 7 Nights CA $23,632
10.0
Exceptional
(1 Review)
- Torrington
- Washington
- 1.98 mi to center
4844 ft²
8 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
CA $2,498/Night
For 7 Nights CA $17,486
10.0
Exceptional
(16 Reviews)
- Connecticut
- Lakeside
- 1.45 mi to center
5000 ft²
15 Guests
8 Bedrooms
5 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
CA $2,280/Night
For 7 Nights CA $15,960
10.0
Exceptional
(2 Reviews)
- Torrington
- Washington
- 1.87 mi to center
17000 ft²
16 Guests
8 Bedrooms
7 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
CA $2,223/Night
For 7 Nights CA $15,562
9.4
Exceptional
(3 Reviews)
- Connecticut
- Bantam
- 0.65 mi to center
2649 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
CA $1,984/Night
For 7 Nights CA $13,888
10.0
Exceptional
(1 Review)
- Connecticut
- Bantam
- 0.50 mi to center
3374 ft²
14 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Kitchen
CA $1,592/Night
For 7 Nights CA $11,144
9.4
Exceptional
(12 Reviews)
- Connecticut
- Lakeside
- 1.29 mi to center
3500 ft²
12 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
CA $1,589/Night
For 7 Nights CA $11,126
9.8
Exceptional
(11 Reviews)
- Connecticut
- Lakeside
- 1.71 mi to center
2500 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
Cottage
- Private Pool
- Fireplace/Heating
- Pool
CA $1,573/Night
For 7 Nights CA $11,013
10.0
Exceptional
(19 Reviews)
- Connecticut
- Lakeside
- 2.73 mi to center
2900 ft²
10 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
CA $1,017/Night
For 7 Nights CA $7,118
Top-Rated Holiday Rentals with a Pool in Lakeside
Over 7+ The Best Private Villas and Holiday Rentals in Lakeside with a Pool
10.0
Exceptional
(21 Reviews)
- Connecticut
- Lakeside
- 2.52 mi to center
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
CA $853/Night
For 7 Nights CA $5,969
10.0
Exceptional
(17 Reviews)
- Torrington
- Bethlehem Village
- 1.56 mi to center
12 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
CA $810/Night
For 7 Nights CA $5,666
10.0
Exceptional
(8 Reviews)
- Connecticut
- Bantam
- 2.81 mi to center
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Pool
- Balcony/Terrace
CA $791/Night
For 7 Nights CA $5,535
10.0
Exceptional
(25 Reviews)
- Connecticut
- Lakeside
- 2.07 mi to center
2400 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Fireplace/Heating
CA $1,013/Night
For 7 Nights CA $7,094
10.0
Exceptional
(1 Review)
- Connecticut
- Bantam
- 0.35 mi to center
8 Guests
1 Bedroom
1 Bathroom
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
CA $389/Night
For 7 Nights CA $2,724
9.8
Exceptional
(27 Reviews)
- Connecticut
- Bantam
- 0.65 mi to center
2649 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
CA $1,278/Night
For 7 Nights CA $8,943
5.0
Average
(9 Reviews)
- Torrington
- Washington
- 1.97 mi to center
5850 ft²
16 Guests
6 Bedrooms
6 Bathrooms
Ocean View
Other
- Private Pool
- Oceanfront
- Hot Tub
CA $2,095/Night
For 7 Nights CA $14,664
Pet-Friendly Holiday Rentals in Lakeside
Over 14+ Pet-Friendly Holiday Rentals in or Near Lakeside
9.4
Exceptional
(74 Reviews)
- Torrington
- Bethlehem Village
- 0.88 mi to center
750 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- View
CA $326/Night
For 7 Nights CA $2,284
8.5
Fabulous
(8 Reviews)
- Torrington
- Morris
- 1.28 mi to center
947.22 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Pet Friendly
- Parking
- Internet
CA $349/Night
For 7 Nights CA $2,440
9.0
Exceptional
(23 Reviews)
- Connecticut
- Bantam
- 2.13 mi to center
2000 ft²
6 Guests
3 Bedrooms
1 Bathroom
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $249/Night
For 7 Nights CA $1,744
8.8
Fabulous
(14 Reviews)
- New Hampshire
- Bethlehem
- 196.85 mi to center
12 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
CA $652/Night
For 7 Nights CA $4,563
10.0
Exceptional
(2 Reviews)
- Connecticut
- Bantam
- 1.40 mi to center
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
CA $505/Night
For 7 Nights CA $3,532
9.8
Exceptional
(19 Reviews)
- Torrington
- Morris
- 1.19 mi to center
2500 ft²
10 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
CA $625/Night
For 7 Nights CA $4,378
9.4
Exceptional
(3 Reviews)
- Connecticut
- Bantam
- 1.19 mi to center
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
CA $492/Night
For 7 Nights CA $3,444
10.0
Exceptional
(11 Reviews)
- Connecticut
- Lakeside
- 1.62 mi to center
1692 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $649/Night
For 7 Nights CA $4,545
10.0
Exceptional
(6 Reviews)
- Connecticut
- Lakeside
- 0.44 mi to center
2700 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
Cottage
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
CA $966/Night
For 7 Nights CA $6,766
Large Holiday Rentals and Private Villas in Lakeside
Over 6+ Large Holiday Rentals and Private Villas in or Near Lakeside
10.0
Exceptional
(35 Reviews)
- Connecticut
- Lakeside
- 1.35 mi to center
2200 ft²
10 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $854/Night
For 7 Nights CA $5,978
New
12 Guests
8 Bedrooms
2 Bathrooms
House
- Parking
- Air Conditioner
- Internet
CA $857/Night
For 7 Nights CA $5,998
CA $728/Night
For 7 Nights CA $5,099
9.8
Exceptional
(22 Reviews)
- Connecticut
- Lakeside
- 1.78 mi to center
1 ft²
12 Guests
7 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
CA $1,025/Night
For 7 Nights CA $7,175
New
- Connecticut
- Lakeside
- 1.78 mi to center
1 ft²
16 Guests
13 Bedrooms
5 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $3,128/Night
For 7 Nights CA $21,898
New
- Connecticut
- Lakeside
- 0.88 mi to center
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Cottage
- Fireplace/Heating
- Air Conditioner
- Internet
CA $1,393/Night
For 7 Nights CA $9,749
Lakeside Private Villas and Holiday Homes Under $200
Over 1+ Lakeside Private Villas and Holiday Homes Under $200
New
- Torrington
- Bethlehem
- 1.30 mi to center
6 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Air Conditioner
- Internet
CA $240/Night
For 7 Nights CA $1,679
Instantly Bookable Holiday Homes in Lakeside
Over 11+ Instantly Bookable Holiday Homes in or Near Lakeside
9.6
Exceptional
(18 Reviews)
- Connecticut
- Lakeside
- 1.51 mi to center
883 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $405/Night
For 7 Nights CA $2,833
New
- Torrington
- Morris
- 1.34 mi to center
1100 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Cottage
- Hot Tub
- Fireplace/Heating
- Ocean View
CA $577/Night
For 7 Nights CA $4,039
9.8
Exceptional
(44 Reviews)
- Connecticut
- Lakeside
- 1.11 mi to center
7 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $668/Night
For 7 Nights CA $4,679
9.4
Exceptional
(13 Reviews)
- Torrington
- Bethlehem Village
- 0.99 mi to center
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $394/Night
For 7 Nights CA $2,760
New
- Connecticut
- Lakeside
- 1.78 mi to center
1 ft²
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $729/Night
For 7 Nights CA $5,106
New
- Connecticut
- Lakeside
- 1.59 mi to center
1 ft²
7 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $631/Night
For 7 Nights CA $4,416
8.6
Fabulous
(12 Reviews)
- Connecticut
- Lakeside
- 1.80 mi to center
1 ft²
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- View
CA $719/Night
For 7 Nights CA $5,032
9.8
Exceptional
(16 Reviews)
- Connecticut
- Lakeside
- 1.79 mi to center
1 ft²
7 Guests
1 Bathroom
Family Friendly
Resort
- Fireplace/Heating
- Balcony/Terrace
- View
CA $742/Night
For 7 Nights CA $5,196
4.8
Average
(5 Reviews)
- Torrington
- New Preston
- 2.91 mi to center
1700 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Pet Friendly
- Kitchen
- Air Conditioner
CA $369/Night
For 7 Nights CA $2,582
Book a Last Minute Place to Stay in Lakeside
About Casai's Private Villas and Holiday Rentals in Lakeside
Discover more than 61 vacation rentals available in Lakeside. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Lakeside.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Lakeside, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Lakeside. On average, places to stay near Lakeside offer 1692.23 ft², with nightly prices averaging CA $893.
With Casai, finding and comparing holiday rentals in Lakeside is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Lakeside
| Type | Count |
|---|---|
| Vacation Homes | 42 |
| Cottages | 14 |
| Holiday Apartments | 1 |
Use these Quick Filters to Find a Holiday Rental in Lakeside
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Lakeside.
Weather in Lakeside, CT
View the weather forecast for Lakeside before booking your Lakeside 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
Frequently Asked Questions About Lakeside?
What are the top holiday rentals in Lakeside?
With numerous options available in Lakeside, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Lakeside:
- Cozy & Serene Cabin with Fireplace, Ski Nearby!
- Bright and Sunny Direct Waterfront with Private Sandy Beach -
- Bantam Lake Cottage - 4 min walk to lake/shared beach, 6 Kayaks, 2 SUP, fire pit
- Beautiful Modern Architectural Home in Washington, Ct. 5 Star with video
- Bantam Beauty - Surrounded By Nature!
- Long Meadow Manor, skiing, game room, Apple picking and Lake nearby
- 100% WASHINGTON! PoshPadsCT "SENFF ESTATE"8-BR, 2Hrs NYC, Heated Pool, Ski, BBQ
- Waterfront modern oasis under 2 hours from NYC. Lots to enjoy all year long!
- Experience Perch Rocks! A Unique Private Waterfront Cottage on Bantam Lake
- Hilltop House
Which holiday homes in Lakeside are best for families?
If you're searching for a family-friendly holiday home in Lakeside, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Lakeside:
- The Overlook near South Farms in Litchfield County is Hospitality, integrated.
- Cozy home surrounded by nature - perfect for families and friends.
- Direct Lakefront, Bantam Lake, Private Deer Island
How many Casai.ca holiday rentals are available in Lakeside?
As of 2026, Casai boasts over 61 properties listed in the Lakeside area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Lakeside.
People Also Ask
Finding the best prices in Lakeside
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