Holiday houses in Virginia Beach

4.88 out of 5 average rating, 143 reviews

Waterfront Cottage-Sauna, Dock, 4-bed, 4 Parking

Bright and airy waterfront cottage in one of Lake Simcoe’s most desirable areas. The open-concept layout and unique lot design offer stunning lake views from almost every room. Enjoy custom furnishings, stylish decor, and a fully equipped kitchen—perfect for relaxing getaways or extended stays. Whether you're here for a peaceful retreat or lakeside fun, this cottage provides comfort, beauty, and convenience in a serene upscale setting. Ask us about fun activities that Lake Simcoe offers.

4.95 out of 5 average rating, 102 reviews

Resort-Style Luxury Waterfront Cottage

Experience luxury at our 5-star, Superhost-rated waterfront cottage on Lake Simcoe, just 80 KM from Toronto! A guest favorite, it offers breathtaking sunsets and sunrises from the living room and loft. Relax on the sandy beach with waist-deep waters, and enjoy the patio, BBQ, bar, lounge, kayaking, and fishing. With a fully equipped kitchen, 3 bedrooms, and 2 bathrooms, it comfortably accommodates up to 8 guests. Book your dream getaway today for the perfect blend of relaxation and adventure!

4.99 out of 5 average rating, 162 reviews

Granny's Cottage

Granny’s Cottage is located on Lake Drive East across the road from Lake Simcoe. Our private lakefront is yours to enjoy. Our lakehouse equipped with mini fridge and chairs while looking out over beautiful Lake Simcoe. Lakehouse is available late spring to early fall. This cozy cottage is newly renovated with all the comforts for a much needed getaway. Available for your use is a badminton net, 2 kayaks and a large canoe (seasonal). There is also a secure lock up for you bicycles.

4.97 out of 5 average rating, 176 reviews

Farm stay in Uxbridge

Private Loft w Sauna, Fireplace, Wi-Fi & Projector

Welcome to the LOFT - A private, eclectically designed spa-inspired unique stay in the historic Webb Schoolhouse, less than an hour from Toronto. Featured in TORONTO LIFE in 2021, this private loft includes a sauna, unique hanging bed, wood stove, kitchenette and is filled with art, and huge tropical plants as well as a projector & giant screen for epic movie nights. Relax and recharge, roam the grounds and enjoy the beautiful outdoor spaces, the permaculture farm, animals, and fire pit.

4.92 out of 5 average rating, 605 reviews

Dome in Port Perry

South Geodome - Birchwood Luxury Camping

Located one hour from Toronto, Birchwood is a luxury camping experience for two. Immersed in a private forest on Scugog Island, our geodesic dome allows for a cozy and relaxing getaway. Enjoy the surrounding landscape and check out local shops and restaurants on Port Perry main street. Our geodome is designed for 2 guests however small families of 4 or a group 3 adults are welcome. Additional guests must be 12+ and added to your reservation at the time of booking. We do not allow pets.

4.91 out of 5 average rating, 275 reviews

Home in Georgina

Beach House-S/W Exposure! Hot Tub, Sandy Water!

Escape to this stunning vacation home, Professionally landscaped with an open-concept design, this spacious home easily accommodates large groups. Enjoy S/W views with breathtaking sunsets, and swim safely in the sandy-bottomed lake, 3-6 feet deep within 150 meters of shore. Nestled in a quiet neighborhood yet close to supermarkets, restaurants, and LCBO, this retreat has everything for an unforgettable stay. Search "Beach House-S/W Exposure " for more info on both of our properties!...

4.92 out of 5 average rating, 38 reviews

Cozy 4 Bdr Cottage Near Lake Simcoe & Beaches

The relaxing, quiet, and bright newly renovated cottage has stunning nature. Just within walking distance of Lake Simcoe and De La Salle's famous beach. The perfect getaway with all the comforts. Have fun with the whole family at this stylish place. Brand new orthopedic mattresses in every bedroom. Nearby restaurants, grocery stores, LCBO. Free fiber internet. Smart TV. Free, up to 7 vehicles on-premises parking. Excellent winter fishing. The Sauna is available for an additional cost.

4.86 out of 5 average rating, 304 reviews

Cabin in Reaboro

Cedar Springs Cabin - A Cozy Hideaway in the Woods

Tucked away between the hills of Reaboro Ontario, this 175+ year old pioneer log cabin has been brought back to life with the comfort of all new modern amenities, while still keeping the rich historic character of its past. The cabin homestead was crafted in 1847, before Canada was a country. With your significant other, family or friends, come cozy up to the fire, soak in the hot tub and enjoy swimming in the spring fed pond. Board games and movies are provided for your entertainment.

5 out of 5 average rating, 96 reviews

Cabin in Georgina

Mill Pond Cabin, Nordic Cabin w/ Sauna + Hot-tub

Welcome to your next weekend retreat, or work from home during the week in a private nature focused environment with amazing wellness amenities. From the cedar Sauna and hot tub, game corner and indoor gas fireplace- we have your relaxation and entertainment covered. Host your dream dinner party with our gas range stove, pellet smoker and BBQ to choose from. You'll be sounded by cedar forest on all sides on our private road, just 1hr N-E of downtown TO. Ideal for groups of 2-3 couples

4.88 out of 5 average rating, 150 reviews

Cabin in Georgina

Romantic Cabin N the Woods just 80km from CN Tower

This Romantic 1 bedroom Rustic Cabin was resurrected from the original homestead to re-invent this Cabin just for Couples! Birthdays, Anniversaries, Honeymoons & Proposals! Sleep under 2 -4’ huge Skylights watching the moon as it crosses directly overhead in the Loft Bedroom! Or simply enjoy a time away to re-connect with your loved one! Sit under stars Year Round in the modern new Hot tub after your run or walk on 200 acres of hilly trails 5kms from the cabin ( Brown Hill Tract)

4.99 out of 5 average rating, 355 reviews

Yurt in Irondale

Tall Pines Nature Retreats ~ L’Orange

Reconnect with nature at Tall Pines Nature Retreats, where a luxurious hand-painted yurt with an indoor soaker tub offers comfort and calm in a forest sanctuary on a boutique horticultural farm. Stargaze by the fire, unwind beneath intricate ceiling art, or explore a magical riverside. Paddle, swim, or float with seasonal use of canoe, kayak, SUPs, or snowshoes. This is a registered agri-tourism farm offering a nature and wellness retreat—not a typical short-term rental.

4.89 out of 5 average rating, 228 reviews

Dome in East Gwillimbury

Deerleap Glamping Dome

Located close to the city, our four-season glamping dome offers a peaceful and unique escape. In winter, the snow-covered landscape creates a magical scene, while inside, the wood pellet stove keeps the dome exceptionally warm and cozy. Nestled on 10 acres of picturesque land and a stunning pond view, Enjoy everything you need—from upscale sanitary facilities to fast Wi-Fi. Whether you’re celebrating a birthday, an anniversary, or simply seeking quiet time in nature.

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Other great holiday rentals in Virginia Beach

5 out of 5 average rating, 5 reviews

Bungalow in Georgina

Dave & Jenny’s Apartment.

JyotikaRating, 5 stars6 days ago

We had a wonderful stay! Everything was clean, well-maintained, and just perfect. We really enjoyed our time here. The hosts were kind, responsive, and made us feel completely at home. The backyard was so cool and beautiful — it really added to the experience. Would definitely love to come back again!

4.97 out of 5 average rating, 98 reviews

Guest suite in Innisfil

Cozy Lakeside Couples Suite Steps From The Beach!

ColemanRating, 5 stars5 months ago

A perfect Air BnB for a getaway weekend!

4.89 out of 5 average rating, 27 reviews

Cottage in Brock

Unique waterfront Cottage -1.5 hours from T0

DerrickRating, 5 stars9 months ago

We had a great time at Todd's place. Julie and Todd were both easy to reach and helpful whenever we had questions! The location is beautiful and there was a lot to do around the area! would recommend!!

4.97 out of 5 average rating, 37 reviews

Guesthouse in Innisfil

A Greyt Escape

DelilahRating, 5 stars1 month ago

Beautiful quiet stay!! Loved it here, definitely would book again in the future!

4.85 out of 5 average rating, 34 reviews

Cottage in Innisfil

Lake Escape Cottage

MitchellRating, 5 stars1 week ago

Absolutely beautiful place, I would 100% comeback and I would highly recommend this spot to anyone. The host was very nice and responsive. I had a great time!

4.98 out of 5 average rating, 40 reviews

Cottage in Innisfil

The Gingerbread Guest House

BriannaRating, 5 stars2 weeks ago

We stayed here for a little over a week and it was amazing! The hosts are extremely friendly and helpful, even helped us find an easier way to get into the city. The house was extremely clean and very cozy. This house is the perfect place for relaxing, enjoying nature, and even going into the city for some more up-beat days. I couldn’t recommend this place and the hosts enough! Thank you!

4.98 out of 5 average rating, 54 reviews

Guesthouse in Uxbridge

Private Guest House Retreat

PoojaRating, 5 stars2 days ago

Victoria saved us last minute when our previous host stopped responding when we were at the property trying to check in. We found Victoria’s spot last minute and within minutes, she responded to ask us if needed anything additional during our stay. We were at her place 30 minutes later and it was spotless and exactly how the pictures look! I cannot thank Victoria enough for her hospitality and I definitely recommend her place if you’re considering booking it!