Best Vacation Homes in Winona Lakes
House
9.8(293 Reviews)
1 Bedroom
1 Bath
4 Guests
850 ft²
Fireplace/Heating
Balcony/Terrace
Pet Friendly
Kitchen
US $302/Night
7 Nights - US $2,117
House
10.0(10 Reviews)
4 Bedrooms
3 Baths
10 Guests
1905.21 ft²
Private Pool
Hot Tub
Pool- Balcony/Terrace
US $369/Night
7 Nights - US $2,582
House
8.8(1099 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $177/Night
7 Nights - US $1,239
House
6.4(5 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Hot Tub
- Fireplace/Heating
- Pool
Ocean View
US $197/Night
7 Nights - US $1,376
House
10.0(6 Reviews)
3 Bedrooms
2 Baths
6 Guests
1399.31 ft²
- Fireplace/Heating
- Pet Friendly
Parking
Internet
US $373/Night
7 Nights - US $2,611
House
10.0(77 Reviews)
2 Bedrooms
2 Baths
6 Guests
1350 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $189/Night
7 Nights - US $1,323
House
10.0(22 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $220/Night
7 Nights - US $1,543
House
10.0(17 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $214/Night
7 Nights - US $1,496
Winona Lakes Luxury Rentals
Cabin
10.0(2 Reviews)
6 Bedrooms
2 Baths
16 Guests
2700 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $2,120/Night
7 Nights - US $14,840
House
10.0(1 Review)
9 Bedrooms
6 Baths
14 Guests
9638 ft²
- Hot Tub
Spa- Fireplace/Heating
- Pet Friendly
US $1,938/Night
7 Nights - US $13,563
House
8.4(5 Reviews)
6 Bedrooms
3 Baths
18 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $1,905/Night
7 Nights - US $13,337
House
9 Bedrooms
7 Baths
14 Guests
9633.7 ft²
- Fireplace/Heating
- Pool
- Pet Friendly
Air Conditioner
US $1,505/Night
7 Nights - US $10,535
Cabin
9.6(5 Reviews)
5 Bedrooms
2 Baths
12 Guests
5000 ft²
- Private Pool
- Hot Tub
- Spa
- Fireplace/Heating
US $1,464/Night
7 Nights - US $10,247
House
9.8(77 Reviews)
7 Bedrooms
4 Baths
18 Guests
5000 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $1,444/Night
7 Nights - US $10,110
Cabin
8 Bedrooms
4 Baths
18 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $1,370/Night
7 Nights - US $9,591
House
9 Bedrooms
5 Baths
19 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $1,332/Night
7 Nights - US $9,324
Winona Lakes Pet Friendly Vacation Rentals
House
10.0(8 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $212/Night
7 Nights - US $1,484
House
10.0(4 Reviews)
4 Bedrooms
2 Baths
8 Guests
2195.84 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Balcony/Terrace
US $653/Night
7 Nights - US $4,574
Cottage
8.6(60 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
US $311/Night
7 Nights - US $2,175
Cabin
10.0(6 Reviews)
2 Bedrooms
4 Baths
6 Guests
1450 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Ocean View
US $541/Night
7 Nights - US $3,784
House
10.0(3 Reviews)
1 Bedroom
2 Baths
8 Guests
2002.09 ft²
- Balcony/Terrace
- Pet Friendly
- Parking
- Air Conditioner
US $202/Night
7 Nights - US $1,411
House
10.0(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $200/Night
7 Nights - US $1,402
House
9.8(10 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $214/Night
7 Nights - US $1,497
Cabin
8.2(12 Reviews)
2 Bedrooms
3 Baths
6 Guests
- Hot Tub
- Spa
- Fireplace/Heating
- Balcony/Terrace
US $385/Night
7 Nights - US $2,696
Winona Lakes Large Vacation Homes
US $1,017/Night
7 Nights - US $7,119
House
10.0(1 Review)
6 Bedrooms
4 Baths
12 Guests
4004.17 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Internet
US $692/Night
7 Nights - US $4,844
Villa
2 Bedrooms
3 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Kitchen
US $521/Night
7 Nights - US $3,644
New
Ski Chalet
10.0(1 Review)
3 Bedrooms
2 Baths
10 Guests
1980.56 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
View
US $450/Night
7 Nights - US $3,148
Villa
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
Child Friendly
US $332/Night
7 Nights - US $2,327
Villa
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $211/Night
7 Nights - US $1,480
Villa
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $178/Night
7 Nights - US $1,243
Villa
5 Bedrooms
3 Baths
14 Guests
3000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $713/Night
7 Nights - US $4,994
Why Choose Rent By Owner for your Winona Lakes 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 Winona Lakes
When should you plan your Vacation Rentals stay?
To make the most of your stay, consider visiting during the shoulder seasons when this destination offers a more peaceful experience and favorable weather conditions for exploring the region's natural beauty.
Peak Season Highlights
Late Spring to Early Summer (May to June)
During this period, the region experiences warm weather, making it an ideal time for outdoor activities and enjoying the natural beauty of your vacation rental surroundings.
Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F
Fall (September to October)
This season offers breathtaking autumn foliage that enhances your stay, with mild temperatures perfect for exploring and relaxing in your vacation rental here.
Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
Off-Season Highlights
Winter (December to February)
Cold winter months may limit outdoor pursuits, but this is a quieter time to enjoy cozy stays and the peaceful ambiance in your rental here.
Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 30°F
Early Spring (March to April)
Before the full bloom, the area tends to be less crowded, offering a tranquil setting for those seeking a more relaxed experience with your vacation rentals.
Average Temperature Daytime: 45°F to 55°F - Nighttime: 30°F to 40°F
Weekly Weather Forecast for Winona Lakes
How to Book Your Winona Lakes 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 Winona Lakes
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 space with a patio or deck to relax and unwind amidst scenic views.
- Benefit from access to a fully equipped outdoor kitchen or barbecue area for grilling meals during your stay.
- Take advantage of spacious lawns or gardens perfect for outdoor activities and family gatherings.
- Relax by the fire pit in the evenings, ideal for cozy conversations under the stars.
- Make use of nearby lakes, rivers, or streams for fishing, kayaking, or canoeing adventures.
- Utilize outdoor dining areas to savor meals while soaking in the natural surroundings of this destination.
- Explore walking trails or nature paths that weave through the area, providing excellent opportunities for hiking and exploring the region’s outdoors.
Top Attractions Around Winona Lakes
What attractions are nearby?
In this inviting destination, you can enjoy a variety of outdoor activities and scenic adventures just moments from your vacation rental, making it an ideal spot to explore nature and local attractions in the area.
Family Activities
- Winona Lakes Nature Trails: Explore scenic hiking and biking trails that are perfect for family adventures amid the natural beauty of the area.
- Lake Activities at Winona Lakes: Enjoy a variety of water-based fun, including paddle boating and fishing, right on the serene lakes in this peaceful destination.
- Wildlife Watching: Spend time observing local wildlife in their natural habitat, an engaging activity suitable for children and adults alike.
- Family Picnics and Recreation Areas: Relax at well-maintained parks and picnic spots, ideal for a leisurely day outdoors with loved ones in the region.
Adult Activities
- Hiking and Nature Trails: Explore scenic trails around the lakes, offering a peaceful escape into the natural beauty of this region.
- Boating and Water Activities: Rent a boat or kayak to enjoy the tranquil waters, perfect for a relaxing day on the water in this popular area.
- Fishing Opportunities: Take advantage of the numerous fishing spots, where you can unwind and try your luck catching local freshwater species.
- Golfing Experiences: Play at nearby golf courses that provide challenging holes and stunning views, ideal for golf enthusiasts visiting here.
Winona Lakes Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Nature Trails: Make the most of your stay by discovering the scenic hiking and biking trails that surround this area, offering a peaceful way to connect with the natural beauty of the region.
- Plan Water Activities: Take advantage of nearby lakes and waterways for boating, fishing, or swimming, ensuring an active and relaxing experience during your visit.
- Visit Local Attractions: Incorporate visits to popular spots in this destination to enrich your trip, while allowing ample time to enjoy the tranquility of the surroundings.
- Choose Well-Appointed Vacation Rentals: Select properties that are close to outdoor activities and offer amenities to enhance comfort, making your stay both convenient and enjoyable.
Transportation Options
- Personal Vehicles: Renting a car offers you the flexibility to explore the scenic region around Winona Lakes at your own pace, making it ideal for reaching nearby outdoor attractions and destinations.
- Public Transit: Buses and local transit services available here provide an affordable and convenient way to travel within the area and connect to larger cities in Pennsylvania.
- Taxi and Ride-Sharing Services: Taxis and ride-sharing options like Uber or Lyft offer quick, door-to-door transportation, ensuring easy access to local amenities and points of interest.
- Rental Bikes and Pedal Boats: For a more leisurely experience, renting bicycles or pedal boats allows you to enjoy the natural beauty of the region while staying eco-friendly.
Local Customs Options
- Local Craftsmanship: You’ll notice a strong appreciation for handcrafted goods, reflecting the region’s tradition of supporting local artisans and their unique creations.
- Seasonal Festivals: Participating in seasonal festivals is a common way to celebrate community heritage and enjoy the area's vibrant cultural expressions.
- Restaurant Etiquette: Dining customs here often emphasize casual hospitality and sharing hearty, regional dishes that highlight the area’s culinary traditions.
- Outdoor Respect: Respect for outdoor spaces and natural surroundings is deeply ingrained, encouraging visitors to follow responsible recreation practices while exploring here.
Winona Lakes Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Winona Lakes?
There are a lot of options in Winona Lakes. If you plan on staying in the Winona Lakes area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Winona Lakes:
- #1 Rated Poconos Lodge Near Shawnee – Game Room & Community Indoor Pool/Hot Tub
- Luxury getaway in PA closet to Shawnee and Best Snow Tubing
- Mountain Air - Hiking, Biking & River; 15 min walk Shawnee Mt. Ski Area
- White Swan by the Pond HotTub 4000sqft Modern SsMook Home Water Front BOATS
- Clean Home Away From Home In A Beautiful Community With Indoor/Outdoor Pools
- Casa de Carmen! 3 bedroom Modern Cabin with a view and HOT TUB!
- LAKE FRONT HOME in SAW CREEK, BUSHKILL
- 4 BR, 3FULL Ba, King Bed, 7 TVs, Fireplace, EPIC Gameroom, FirePit, A/C!
- Pocono Mountains Retreat - 2 Bedroom, 2 Bath, private townhome with wood-burning fireplace and jacuzzi tub
- Family and pet-friendly, 2 Bedroom, 2 Bath, private townhome with wood-burning fireplace and jacuzzi tub
2. How many vacation rentals have private pools in Winona Lakes?
There are 44 vacation rentals with private pools near Winona Lakes. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Winona Lakes are best for families?
If you are looking for a family-friendly vacation home in Winona Lakes, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Winona Lakes:
4. How many Rentbyowner vacation rentals are available in Winona Lakes?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 411 in the Winona Lakes 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 Winona Lakes.
5. What is the cancellation policy for vacation rentals in Winona Lakes, Pennsylvania?
Cancellation policies vary by property. You should review the specific listing details or contact the property owner directly to understand the terms and any applicable fees.
6. How do I secure my booking for a vacation rental in Winona Lakes?
Bookings are confirmed once you complete the reservation process on the platform. Be sure to read the listing requirements and communicate with the owner if needed to ensure your reservation is secure.
7. Are there any specific check-in or check-out procedures for vacation accommodations here?
Check-in and check-out times are typically outlined in the property listing. It's recommended to contact the owner beforehand to clarify any details or special instructions for your stay.
8. What amenities are included in vacation rentals in this area?
Amenities vary between properties. For detailed information on what each rental offers, refer to the listing description or contact the owner directly to confirm availability of features like Wi-Fi, kitchens, or outdoor spaces.
9. Is it possible to modify or extend my booking in Winona Lakes?
Modifications or extensions depend on the host’s policies. Contact the property owner as early as possible through the booking platform to discuss available options and receive confirmation.
Winona Lakes Top Rated Vacation Rentals
House
10.0(263 Reviews)
5 Bedrooms
2 Baths
12 Guests
2400 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $355/Night
7 Nights - US $2,483
House
10.0(83 Reviews)
4 Bedrooms
2 Baths
10 Guests
1500 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $313/Night
7 Nights - US $2,191
House
10.0(73 Reviews)
5 Bedrooms
5 Baths
20 Guests
4000 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $974/Night
7 Nights - US $6,815
House
10.0(41 Reviews)
3 Bedrooms
2 Baths
9 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $362/Night
7 Nights - US $2,534
House
10.0(23 Reviews)
4 Bedrooms
3 Baths
12 Guests
2352 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $374/Night
7 Nights - US $2,618
House
10.0(16 Reviews)
3 Bedrooms
2 Baths
8 Guests
2340 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
US $392/Night
7 Nights - US $2,745
House
10.0(14 Reviews)
4 Bedrooms
2 Baths
8 Guests
2100 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
US $770/Night
7 Nights - US $5,391
Cabin
10.0(13 Reviews)
3 Bedrooms
2 Baths
10 Guests
1500 ft²
- Hot Tub
- Pool
- Balcony/Terrace
- Kitchen
US $248/Night
7 Nights - US $1,734
