Villa vacation rentals in The Great Lakes

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Top-rated villa rentals in The Great Lakes

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Guest favorite

Villa in Baraboo, Wisconsin, US

4.97 out of 5 average rating, 115 reviews

HUGE! 5 King, 86"TV, Playset > Dells, Devil's Lake

Welcome to Devil's Lodge! Amazing home, perfect location and unforgettable experience are all waiting for you and your group. Bring your family or friends and have a fantastic time at our beautiful home. Everyone has their seat reserved at The Table and ton of fun is waiting in the game room. For those looking for adventure, Devil's Lake, Wisconsin Dells attractions, Casino, shopping, nightlife, restaurants and ski hills are short drive away. Please contact us before booking for best pricing!

Jan 14 – 21

G$149,309 GYD per night

Superhost

Villa in Wisconsin Dells, Wisconsin, US

4.88 out of 5 average rating, 139 reviews

Peaceful Escape-Winter Fun! Ski, Fish, Snowboard!

Long weekend getaway? Girls Spa Weekend? Family vacation? One of the nicest Villas at the Island Pointe Resort just got better with a newly remodeled kitchen! All the fun of the Dells with none of the noise. Spacious yet cozy 2BD 2BA condo. The unit overlooks the peaceful grounds on Lake Delton. The 2nd-floor unit is the perfect combination; a quiet escape, a short drive to the Dells attractions, Skiing, Spa, yet you feel a million miles away from the traffic & noise. Come relax & rejuvenate.

Jan 9 – 16

G$64,916 GYD per night

Guest favorite

Villa in Cleveland, Ohio, US

4.91 out of 5 average rating, 150 reviews

Westside Warehouse-Over 4500 sqft of Luxury living

This home is a converted warehouse that features over 4500 square feet of living space. Fun for the whole family with arcade games, life size chess and a pool table. The house also has 5 spacious bedrooms 3 full bathrooms and 2 half baths. The house was recently renovated and has heated floors as well as beautiful skylights. The Decks and gardens make it an absolute dream for entertaining outside. Its also located 7 min away from down town and surrounded by many local bars and restaurants.

Jan 9 – 16

G$184,885 GYD per night

Guest favorite

Villa in Michigan City, Indiana, US

4.89 out of 5 average rating, 128 reviews

Steps from the beach. Entire beach villa renovated

Private, ~800 sq ft, ground-level renovated beach villa with close trail access to the beach. Includes 1 BR with queen bed, 1 BR with futon & extra folding guest bed, kitchen, bathroom, & living room with small couch that converts to sleeping space if needed. Amenities: washer/dryer, free wi-fi/streaming services, 2 free parking spaces, AC/heating, self check-in, laptop friendly workspace, games, complimentary coffee/tea, beach chairs, towels, umbrella & toys, & cleaning/laundry supplies.

Mar 14 – 21

G$26,098 GYD per night

Guest favorite

Villa in Toronto, Canada

4.94 out of 5 average rating, 116 reviews

➊ The One Toronto Villa - Indoor Pool&Tennis Court

The One is a unique luxurious private midle-century modern villa escape in the center of north Toronto. Having a stunning and spacious lawn for events and social gathering, this modern house is featured a thermostatic indoor swimming pool. Being inspired from a farmhouse building, the house offering a traditional touch on the vintage furniture and a rustic interior that gives a warm and cozy feelings. It is a great escape from the hustle and bustle of city life without going out of town.

Jan 13 – 20

G$191,852 GYD per night

Guest favorite

Villa in Walkerton, Indiana, US

4.92 out of 5 average rating, 13 reviews

Amazing Lakehouse near Chicago, NotreDame & Culver

200ft of Breathtaking Prime Lake Frontage on 346 acre Koontz Lake. Stunning Koontz Lake Family-Friendly Home can easily sleep 16+ Spacious Lakefront property with 6 Bedrooms, 3.5 Bathrooms. Celebrate your Notre Dame or Culver Academy Graduation. Explore the area on the Bikes or take a Kayak out on the Lake. There is a Poker Table, Pool Table, Bar, Grilling Station & more for your enjoyment. Golfing enthusiasts can tee off at nearby Swan Lake Golf Course or Pretty Lake Golf Course.

Jan 3 – 10

G$122,860 GYD per night

Superhost

Villa in Windsor, Canada

4.9 out of 5 average rating, 135 reviews

Cheerful 4-bedroom home by the river.

Located by the river, a 5 minute drive from the shopping center. This 4-bedroom home is equipped with fully furnished living and dining areas, as well as a backyard spot perfect for fishing, boating, canoeing, and winter ice skating. The yard, among the river, features a fire pit, a tree swing, and multiple sitting areas. You will enjoy traveling downstream by boat into the Detroit River bay, or taking a short drive to nearby attractions, shopping areas, and local restaurants.

Nov 29 – Dec 6

G$32,595 GYD per night

Superhost

Villa in Niagara-on-the-Lake, Canada

4.82 out of 5 average rating, 77 reviews

Bright & Beautiful Villa with Pool

"The Shakespeare" blends modern and Scandinavian elegance, comfortably hosting 8 guests with thoughtfully spaced bedrooms for privacy, bright, open-concept living, and a saltwater pool in a secluded backyard. This villa is the perfect haven for a peaceful retreat with easy access to attractions, a short walk from Lake Ontario's sunsets, near the quaint downtown and top wineries, and 20 minutes from Niagara Falls. Pool Availability: Open mid-May -September License #: 052-2022

Sep 23 – 30

G$156,471 GYD per night

Guest favorite

Villa in Lincoln, Canada

4.94 out of 5 average rating, 116 reviews

The Vineyard Villa of Alvento Winery

Escape to the heart of Niagara's wine country and indulge in a one-of-a-kind experience at the Vineyard Villa. Our luxurious accommodation provides the perfect base to explore nearby local activities and attractions, including wineries, biking, canoeing, and hiking. At the end of the day, unwind in one of our beautifully designed suites that offer privacy and relaxation. *For inquiries about Outdoor Micro private function (10-50 people) please contact via the winery website.

Mar 8 – 15

G$107,450 GYD per night

Guest favorite

Villa in Keuka Park, New York, US

4.94 out of 5 average rating, 86 reviews

Villa Vino - Outstanding 4bd home w/Hot Tub & Pool

Welcome to Villa Vino. Family fun and adventure await at this outstanding home located in a quiet neighborhood perched atop the hills overlooking Keuka Lake. This beautiful and tastefully decorated sanctuary provides the ideal location for your next vacation. Complete with a year-round Hot Tub & seasonal in-ground pool, billiard table and firepit. The whole group will be comfortable in this spacious and unique space. Conveniently located next door to Esperanza Mansion.

Oct 2 – 9

G$109,500 GYD per night

Guest favorite

Villa in Tiny, Canada

4.89 out of 5 average rating, 130 reviews

Beautiful Getaway Location - Cuddles Cove

Enjoy a all year round getaway either personal or corporate retreat at this spacious, well equipped Bungalow located short minutes walk from beautiful sand beach access. This newly built cottage is approx 5,000 Sqft with an additional 1,000 Sqft covered balcony offering accommodations of 6 queen beds, 1 Luxury full kitchen, 1 BBQ and lots of entertainment! Enjoy a nice Quiet getaway in the lovely community of Tiny! STRTT-2022-207

Sep 14 – 21

G$98,634 GYD per night

Superhost

Villa in Toronto, Canada

4.81 out of 5 average rating, 57 reviews

Luxury 6 Bedrooms Villa with Spacious Indoor

Absolutely Magnificent Contemporary Custom Home On A Wide Pie Shaped Lot In The Heart Of Bayview & Steeles. 5000 Sqft Loaded W/Tons Of Features Incl: Stunning Chef's Kitchen, Large Family Room, Elevator, Led Pot Lights, Sub-Zero Fridge, Oven, Microwave, Gas Stove, Dishwasher. "NOT SUITABLE FOR PARTIES/EVENTS" "only 4 parking spots are available " "House Garage is not Included for rental" Quite hours are from 10 pm till 9 am.

Oct 24 – 31

G$133,595 GYD per night