Best Vacation Homes in Lakeside
880 ft²
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cabin
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R4,829/Night
For 7 Nights R33,811
18298.65 ft²
7 Guests
3 Bedrooms
2 Bathrooms
Free Cancellation
House
- Oceanfront
- Fireplace/Heating
- Ocean View
R10,643/Night
For 7 Nights R74,499
1400 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Cottage
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R4,861/Night
For 7 Nights R34,024
4499.31 ft²
6 Guests
5 Bedrooms
3 Bathrooms
House
- Oceanfront
- Fireplace/Heating
- Pool
R10,984/Night
For 7 Nights R76,890
1000 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R6,528/Night
For 7 Nights R45,698
2000 ft²
8 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- View
R16,753/Night
For 7 Nights R117,267
960 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- View
R2,919/Night
For 7 Nights R20,434
950 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Pet Friendly
- Kitchen
- Parking
R3,719/Night
For 7 Nights R26,034
Lakeside Luxury Rentals
1 ft²
16 Guests
13 Bedrooms
5 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
R40,319/Night
For 7 Nights R282,230
4844 ft²
8 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R29,833/Night
For 7 Nights R208,828
17000 ft²
16 Guests
8 Bedrooms
7 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
R29,129/Night
For 7 Nights R203,899
5000 ft²
15 Guests
8 Bedrooms
5 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
R27,228/Night
For 7 Nights R190,604
2649 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
R25,422/Night
For 7 Nights R177,947
3500 ft²
12 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
R21,314/Night
For 7 Nights R149,195
3374 ft²
14 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Kitchen
R19,013/Night
For 7 Nights R133,084
2500 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
Cottage
- Private Pool
- Fireplace/Heating
- Pool
R18,791/Night
For 7 Nights R131,528
Lakeside Pet Friendly Vacation Rentals
750 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- View
R4,331/Night
For 7 Nights R30,324
947.22 ft²
4 Guests
2 Bedrooms
1 Bathroom
Free Cancellation
House
- Pet Friendly
- Parking
- Internet
R4,164/Night
For 7 Nights R29,145
2900 ft²
10 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R13,887/Night
For 7 Nights R97,210
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Pool
- Balcony/Terrace
R9,443/Night
For 7 Nights R66,100
2000 ft²
6 Guests
3 Bedrooms
1 Bathroom
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R2,975/Night
For 7 Nights R20,827
12 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R7,785/Night
For 7 Nights R54,491
2400 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Fireplace/Heating
R12,102/Night
For 7 Nights R84,717
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R6,025/Night
For 7 Nights R42,178
Lakeside Large Vacation Homes
2200 ft²
10 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R10,199/Night
For 7 Nights R71,389
12 Guests
8 Bedrooms
2 Bathrooms
House
- Parking
- Air Conditioner
- Internet
R10,233/Night
For 7 Nights R71,634
12 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
R10,559/Night
For 7 Nights R73,910
1 ft²
12 Guests
7 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
R12,430/Night
For 7 Nights R87,009
2649 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
R15,258/Night
For 7 Nights R106,804
1 ft²
12 Guests
7 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
R12,239/Night
For 7 Nights R85,683
2500 ft²
10 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R7,469/Night
For 7 Nights R52,281
1 ft²
16 Guests
13 Bedrooms
5 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R37,360/Night
For 7 Nights R261,518
Why Choose Rent By Owner for your Lakeside Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Lakeside
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can enhance your experience, allowing you to enjoy the area's natural beauty and peaceful surroundings at their best.
Peak Season Highlights
Late Spring to Early Summer (May to June)
During these months, the area experiences warm weather that is ideal for outdoor activities and exploring the natural beauty of the region. It’s a popular time to visit for those seeking a lively atmosphere with pleasant temperatures.
Average Temperature Daytime: 70-80°F - Nighttime: 50-60°F
Late Summer to Early Fall (August to September)
This period offers warm days and cooler evenings, making it perfect for enjoying lakeside activities and scenic views. Visitors often choose this time for a relaxing getaway before the arrival of fall foliage.
Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
Off-Season Highlights
Early Spring (March to April)
As spring begins, the region sees fewer visitors, which allows for a more peaceful experience. The weather can be mild and slightly unpredictable, but it's a quiet time to enjoy the scenery at your own pace.
Average Temperature Daytime: 50-60°F - Nighttime: 30-40°F
Late Fall to Winter (October to February)
These months tend to have lower visitor numbers, offering a tranquil setting for those who prefer a serene environment. Temperatures drop, so you’ll want to prepare for colder conditions during your stay.
Average Temperature Daytime: 40-55°F - Nighttime: 20-35°F
Weekly Weather Forecast for Lakeside
How to Book Your Lakeside Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Lakeside
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor patio or deck for relaxing and dining al fresco.
- Take advantage of spacious gardens or landscaped yards to unwind amidst nature.
- Make the most of a screened-in porch to savor the fresh air without outdoor pests.
- Utilize outdoor grilling facilities to prepare meals amidst scenic surroundings.
- Discover easy access to nearby lakeside beaches for swimming and sunbathing.
- Benefit from well-maintained pathways or walking trails around the property for outdoor exploration.
- Relax in an outdoor hot tub or spa, perfect for unwinding after a day of adventures here in this region.
Top Attractions Around Lakeside
What attractions are nearby?
Nearby, you can explore a variety of outdoor activities such as fishing, boating, and hiking, allowing you to fully enjoy the natural beauty and tranquil surroundings of this destination.
Family Activities
- Lakeside Family Fun Park: Enjoy a day of outdoor activities and amusement rides that are perfect for children and parents alike in this family-friendly spot.
- The Lakeside Nature Preserve: Explore scenic trails and observe local wildlife, making it an ideal location for family adventures amidst the region’s natural beauty.
- Local Aquarium and Marine Center: Discover engaging exhibits and interactive displays that captivate young minds while showcasing aquatic life native to this area.
- Community Arts and Cultural Center: Participate in hands-on art workshops and family-friendly performances that celebrate the vibrant culture of the region.
Adult Activities
- Boating and Watersports: You can enjoy exploring the tranquil lakeside waters through boating, kayaking, or paddleboarding, making the most of the scenic surroundings.
- Golfing: Tee off at local golf courses to experience some of the region’s finest greens amidst beautiful landscapes, perfect for both beginners and seasoned players.
- Nature Trails and Hiking: Embark on scenic hikes along well-maintained trails that showcase the area's natural beauty and offer peaceful outdoor adventures.
- Local Dining Experiences: Savor regional cuisine at charming eateries nearby, allowing you to indulge in delicious dishes after a day of exploration.
Lakeside Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Local Events: Check the area's event calendar before your stay to align your visit with local festivals or community activities, enhancing your experience in this charming region.
- Explore Natural Surroundings: Take advantage of nearby outdoor spots to enjoy lakeside activities and scenic views that showcase the best of what this destination offers.
- Book Early for Popular Dates: Secure your preferred vacation rentals well in advance, especially during peak seasons, to ensure you have access to the most desirable properties here.
- Learn About Local Dining Options: Familiarize yourself with nearby restaurants and markets to make the most of authentic regional cuisine during your stay in this welcoming area.
Transportation Options
- Connecticut Transit Bus Service: This affordable transportation option makes it easy to explore the area and access local attractions from your vacation rental.
- Private Car Rentals: Renting a car provides flexibility and convenience for navigating through the region at your own pace.
- Ride-Sharing Services: Popular ride-sharing platforms offer quick, reliable transportation, ideal for short trips around the destination.
- Local Taxis: Traditional taxi services are readily available for direct and hassle-free travel from your accommodations in this area.
Local Customs Options
- Traditional Clambakes: Participating in local clambakes offers a taste of regional heritage, where seafood is prepared with age-old techniques right on the shoreline.
- Seasonal Festivals: Engaging in seasonal festivals showcases the area's rich cultural traditions and community spirit during your stay.
- New England Hospitality: Visitors often experience the warm and courteous hospitality that reflects the region's welcoming nature, making your visit memorable.
- Maritime Customs: Observing maritime customs such as boat parades and fishing traditions provides insight into the area's historic relationship with the water.
Frequently Asked Questions About Lakeside?
1. What are the top vacation rentals in Lakeside?
There are a lot of options in Lakeside. If you plan on staying in the Lakeside area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation 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, Heated Pool, Family 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
2. Which vacation homes in Lakeside are best for families?
If you are looking for a family-friendly vacation home in Lakeside, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Lakeside:
3. How many Rentbyowner vacation rentals are available in Lakeside?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 61 in the Lakeside area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Lakeside.
4. What is the cancellation policy for vacation rentals in this region?
The cancellation policy varies depending on the specific listing. You should review the property's cancellation terms directly on its detail page or contact the property owner for detailed information.
5. How do I find available dates and rates for my stay?
You can check availability and pricing by entering your preferred travel dates on the listing page. This will provide you with real-time options tailored to your desired timeframe.
6. Are there specific amenities offered in the vacation rentals here?
Amenities differ across properties, so it's best to review each listing's amenities section. For any special requirements, reach out directly to the property owner for confirmation.
7. What is the process for booking a vacation rental in this area?
Booking is straightforward—select your preferred dates, review the details, and complete the reservation through the listing platform. For questions about the process, contacting the property owner can be helpful.
8. Is there a minimum stay requirement for rentals in this destination?
Minimum stay policies depend on individual listings. Check the specific property's rules when viewing the listing or contact the owner to confirm any restrictions.
Lakeside Top Rated Vacation Rentals
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
R13,934/Night
For 7 Nights R97,537
8 Guests
1 Bedroom
1 Bathroom
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
R4,648/Night
For 7 Nights R32,534
5850 ft²
16 Guests
6 Bedrooms
6 Bathrooms
Ocean View
Other
- Private Pool
- Oceanfront
- Hot Tub
R25,019/Night
For 7 Nights R175,131
