Winona Lake Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Browse Select Winona Lake Vacation Homes

⚓️Direct lake view with available Tritoon boat rental
9.8 out of 10, Exceptional, (7)
"The house was better than we expected. It had everything we needed. Communication with owner was good! Neighbors were lovely. Would stay again. "
⚓️Direct lake view with available Tritoon boat rental
Charming 3-bedroom lake house on Tri lakes 6 miles north of Columbia City.
10.0 out of 10, Exceptional, (1)
"Had a great time. Host was very communicative. Will book again. "
Charming 3-bedroom lake house on Tri lakes 6 miles north of Columbia City.
The Old Stone Cottage at Tippy
10.0 out of 10, Exceptional, (8)
"My family and I were impressed with how well the cottage is maintained as well as how welcoming the hosts are. Kent was extremely responsive and addressed our questions relating to the area and property promptly. Swimming on the lake was beautiful, relaxing, refreshing, and rejuvenating. We didn’t have to leave except for groceries as all our needs were met including board games, grill, water accessories, and lots of other amenities. I highly recommend this beautiful and well-maintained property...
The price is CA $377
CA $684 total
includes taxes & fees
Sep 29 - Sep 30
The Old Stone Cottage at Tippy
Trail Side in the Heart of Winona Lake
10.0 out of 10, Exceptional, (10)
"My husband and I very much enjoyed our stay. The home was peaceful, comfortable and clean. We loved the front porch and the propane fire pit there. The proximity to the trails, lake and shoppes made it easy for us to take advantage of all of them. It was everything we wanted. "
The price is CA $182
CA $344 total
includes taxes & fees
Sep 29 - Sep 30
Trail Side in the Heart of Winona Lake
Waters Edge Cottage on Big Barbee Lake!
10.0 out of 10, Exceptional, (14)
"The cottage was great"
Waters Edge Cottage on Big Barbee Lake!
Winona Lake Cottage w/Deck
10.0 out of 10, Exceptional, (37)
"The house does match the pictures - very nice! Things not in the pictures are excellent - half bath upstairs and large washer/dryer. Walk to little town area was nice and easy. We found the pickleball courts and did morning open play. Everyone was friendly around town. We will definitely stay again on our next trip. "
The price is CA $155
CA $335 total
includes taxes & fees
Oct 1 - Oct 2
Winona Lake Cottage w/Deck
Spacious FiveStar Lakefront Retreat-4BR/4BA w/HotTub,GameRoom, FirePit, SUP
8.6 out of 10, Excellent, (18)
"The neighborhood was nice. The different levels of the house were good for accomodating our family. A few minor repairs were needed. We didnt use the hot tub due to lots of spiders all over it. The property manager helped us locate enough life vests, and was very helpful. Overall we really enjoyed our stay. "
Spacious FiveStar Lakefront Retreat-4BR/4BA w/HotTub,GameRoom, FirePit, SUP
Lake Wawasee Escape: private pool, hot tub, pier, kayaks & paddleboat!!!
10.0 out of 10, Exceptional, (14)
"Loved the house, pool and hot tub. Would stay there again."
Lake Wawasee Escape: private pool, hot tub, pier, kayaks & paddleboat!!!
Lakefront Syracuse Home w/ Deck & Private Dock!
9.8 out of 10, Exceptional, (7)
"Place was perfect for a family reunion. Right on the water"
Lakefront Syracuse Home w/ Deck & Private Dock!
Beautiful cozy cottage 1 block from the lake and Oakwood hotel.
9.4 out of 10, Exceptional, (23)
"I spent every summer of my childhood in Oakwood, so I know the cottage well. It used to belong to Rev. Ross Cook. My grandparents were George and Marie Cook (no relation to Rev. Cook) and they built the cottage at 1019 S Lake Dr. They worked at the old hotel every summer for decades. My dad also worked there during his teen years and so did I. I loved the view of the park. I spent so many happy hours there as a kid, and my granddaughters had just as much fun as I ever did. So, I am not your...
Beautiful cozy cottage 1 block from the lake and Oakwood hotel.
Adorable Wawasee Cottage in Oakwood Park
10.0 out of 10, Exceptional, (7)
"Very good. Very clean, well stocked, open floor plan. Small bedrooms and 1 small bath, but it worked for us. Very good experience. "
The price is CA $438
CA $696 total
includes taxes & fees
Sep 30 - Oct 1
Adorable Wawasee Cottage in Oakwood Park
Eagle's View Indiana waterfront home on a premier fishing lake pontoon included!
10.0 out of 10, Exceptional, (13)
"Really enjoyed our stay. Everything as described. Loved seeing the swans and eagles over the lake and deer out front. Perfect get away! "
Eagle's View Indiana waterfront home on a premier fishing lake pontoon included!
GORGEOUS!!! Open concept renovation. Wawasee, Oakwood Park water front!
9.2 out of 10, Wonderful, (31)
"The house was beautiful -- totally up to date, had everything we needed and more, open floorplan was perfect for our group when cooking and hanging out, back yard was peaceful backing up to water in a "cul-de-sac", location was convenient to stores/restaurants, lake was very nice for our boating (tubing, waterskiing), host was very accommodating and responsive when I had questions. We definitely will be back!"
GORGEOUS!!! Open concept renovation. Wawasee, Oakwood Park water front!
Stunning lakefront log cabin on a private acre
9.6 out of 10, Exceptional, (40)
"We absolutely LOVED the Mavis lodge!! Incredibly cozy, AMAZING location, large yard ( hard to find on Wawasee!) and very flat lot. We will definitely be back...I teared up a bit when we had to leave."
Stunning lakefront log cabin on a private acre
The Cozy Cottage
9.0 out of 10, Wonderful, (4)
"I rented this for our evangelist friends who spoke at our church. It was a great place to stay for a family. It was a great experience. Thank you so much for everything."
The Cozy Cottage
Charming 2-bedroom house with WiFi and AC, lakefront access.
2.0 star property
Charming 2-bedroom house with WiFi and AC, lakefront access.
Recently renovated, cozy lake home on relaxing Big Barbee Lake Channel!
9.6 out of 10, Exceptional, (18)
"It was close to everything neighborhood was great never locked the doors "
Recently renovated, cozy lake home on relaxing Big Barbee Lake Channel!
Barbee Lake Big House! Sleeps 14+ Game Garage! Pier and Dock to Barbee!
9.6 out of 10, Exceptional, (4)
"Great house, great location "
Barbee Lake Big House! Sleeps 14+ Game Garage! Pier and Dock to Barbee!
Lakefront Cottage on Webster Lake with Beautiful Sunsets, 2 bed, 1 bath
10.0 out of 10, Exceptional, (35)
"This was perfect getaway for my husband and I. The house has all the necessities and more. Extremely clean, tastefully decorated. The porches have perfect views of Lake Webster. "
Lakefront Cottage on Webster Lake with Beautiful Sunsets, 2 bed, 1 bath
Big Barbee Lake House
10.0 out of 10, Exceptional, (3)
"My friends (6 adults males) stayed at the location and enjoyed it very much. The host provided pretty much everything we needed. Good AC. Fair amount of cooking supplies. We enjoy the location as there are two bar/restaurants in walking distance and there are multiple lakes connected here and a bigger one if you feel like going 7 miles. The only pause is that for adults the location really sleeps 5 unless you can get two adults/kids on a double bed."
Big Barbee Lake House
Don't see what you're looking for?
See all available properties in Winona Lake
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Winona Lake

Winona Lake Cottage w/Deck
10.0 out of 10, Exceptional, (37)
"The house does match the pictures - very nice! Things not in the pictures are excellent - half bath upstairs and large washer/dryer. Walk to little town area was nice and easy. We found the pickleball courts and did morning open play. Everyone was friendly around town. We will definitely stay again on our next trip. "
The price is CA $155
CA $335 total
includes taxes & fees
Oct 1 - Oct 2
Winona Lake Cottage w/Deck
⚓️Direct lake view with available Tritoon boat rental
9.8 out of 10, Exceptional, (7)
"The house was better than we expected. It had everything we needed. Communication with owner was good! Neighbors were lovely. Would stay again. "
⚓️Direct lake view with available Tritoon boat rental
Recently renovated, cozy lake home on relaxing Big Barbee Lake Channel!
9.6 out of 10, Exceptional, (18)
"It was close to everything neighborhood was great never locked the doors "
Recently renovated, cozy lake home on relaxing Big Barbee Lake Channel!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.