
Family-friendly holiday rentals in Southampton
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Top-rated family-friendly rentals in Southampton
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S07 Nature Heaven at the Farm: Cabin on The Lake
One of a kind unique & unmatched experience Your cabin with two large windows will face a quiet semiprivate lake, enjoying sunsets on the water. On the opposite side, you will relax to the sounds of birds and mesmerized by 150+ feet tall maple trees canopy. Walk and follow the gravel road to see 200+ goats with their babies in the background. On a clear night, you’ll see the Milky Way, a pure magic and fairytale experience. Stay with us for three+ days and recharge. Our reviews say it all

Tiny Home for 2. Hot Tub, Outdoor Shower, Outhouse
Experience a unique camping retreat for two in our wood-stove-heated tiny home. Complete with an outdoor shower, outhouse, covered hot tub, and a propane BBQ for cooking. Feel free to enjoy the campfire pit and all of the extra seating we have added this year. We've got a picnic table, chairs and a sitting area with an outdoor bar. Our place is ATV and snowmobile friendly, ask us for details before bringing them. This holiday rental setup is located on our working hobby farm off a main highway.

Hand-Crafted Cabin in Stunning Beaver Valley
Lovingly designed and built tiny house in the heart of the beautiful Beaver Valley. 2 Double beds, small kitchenette, rustic deck & living area with a gorgeous outhouse. The property has extensive edible landscapes & greenhouse filled with seedless grapes & edible perennials. Beautiful views of the escarpment, close to the Bruce Trail & Beaver River access point for canoeing and kayaking. Shop at the achingly charming Kimberley General Store. Close to Blue Mountains, Thornbury & Collingwood

COMPLETELY RENOVATED cottage -steps from the Beach
Charming coastal cottage, 2 min walk to the beach and 5 to the main strip. This is a perfect beachside retreat, with new flooring throughout, plank ceilings, fully loaded kitchen with SS appliances and quartz countertops, new bathroom, new mattresses... a large fully furnished patio and fire pit. 2.5 hours outside of TO on the shores of Lake Huron - and fully winterized for year-round getaways! AS SEEN IN HOUSE AND HOME MAGAZINE, JULY 2019! FOLLOW US: @amabelbeachhouse * linens not provided

Holiday House on Huron
The location is truly special—just a short walk to boutique shops, local cafés, excellent restaurants, and a craft brewery. Whether you're here for the beach, biking the scenic Saugeen Rail Trail, or exploring the charm of small-town life, this is the perfect spot to experience it all. The open concept upper level is designed for gathering, entertaining, or simply unwinding in comfort. Main floor, you’ll find three cozy bedrooms (primary bedroom with ensuite), a full bathroom with bathtub.

Cabin Suite #6 at Driftwood Haus
Pet Friendly! Listen to the waves steps away! All newly renovated with brand new beds and furnishings. Enjoy the freedom. With the second best sunsets in the world according to National Geographic, Southampton is a community on the shores of Lake Huron in Bruce County, Ontario, Canada and close to Port Elgin. It is located at the mouth of the Saugeen River next to the Saugeen Ojibway Nation Territory. We have the most beautiful public beach in Ontario, a natural harbour and 3 lighthouses!

Huckleberry’s Hideaway (Sauna, Starlink Internet)
Relax and enjoy the true cottage lifestyle with a clean, restful and modern feel. Perfect spot to enjoy a peaceful getaway warming up in the Sauna or around the fireplace. Centrally located on the Bruce Peninsula to Tobermory and Sauble Beach. Lovely views of Berford Lake with a public beach only 10 min drive away. Family friendly or couples getaway - we’ve got you covered. Cozy interior, with lots of parking, beautiful covered front decking. BBQ, campfires, Sauna you name it - it’s here.

"Wine Down" in Scenic Grey Highlands
Join us at “Wine Down”, our beautiful property located on the highlands of the Beaver River Valley, just minutes away from all that Georgian Bay and the Blue Mountains have to offer. It is a very private 1 acre property with an incredible view of water, escarpment and wildlife. Enjoy more than 1,000 sq. ft. of living space including beds for 5, fully equipped kitchen, dining area, living room with large screen TV and full bathroom. Your hosts live on sight in the main level of the house.

Spa cottage: hot tub, sauna, cold plunge & firepit
Open plan bright cottage with Scandinavian inspiration including mid century modern furniture. Walk to beaches, bike trails and picturesque downtown (brewery, restaurants). Great for Fall hiking (Bruce Peninsula) and Winter snow shoeing and ice skating (McGregor provincial park) Go to an OHL game (Owen Sound), golf or yoga class. Outdoor spa: 7 person hot tub, 6 person sauna, cold plunge tub and fire pit. Pizza oven. Indoors: Fast wifi, table tennis and two fireplaces (natural gas)

The Nest at Victoria Street
Welcome to The Nest! This sweet, cozy 1-bedroom self-contained suite is part of a gorgeous century home in the heart of Southampton. Located one block from the main street, walking distance to downtown shopping, restaurants, parks, hiking, swimming as well as the best small town ice cream parlours. Directly across the street is a playground & splash pad for the kids. Enjoy a cocktail & BBQ on your private deck. Come relax & treat yourself to a vacation in our lovely beach town.

Natural Mongolian Yurt on Biodynamic Farm and Spa
The yurt is located on our 200 acre biodynamic farm in beautiful West Grey. Guest are welcome to walk around the property and enjoy being in nature. A cozy insulated space available all year round. This accommodation is rustic with outhouse (composting toilets), an outdoor shower and wash basin. Farm experience is also available. Snowshoeing or skiing trails are nearby or on the farm. The Spa (hot tub and sauna) is only available for private bookings for an additional fee.

Bunkie in the Country
Now open! The bunkie has a great view of the sunrise. It's a quiet rural area (please note it is a GRAVEL road). Good for couples, solo adventurers, hunters, someone looking to be outside of town. The bunkie is located approx. 30 feet behind our home. We have 1 large dog on site (lives in the house). For allergenic reasons and safety of other animals, we do not allow pets. May not be suitable for those with mobility issues (small hill & stairs). The bunkie has heat and A/C!
Popular amenities for Southampton family-friendly rentals
Family-friendly home rentals with a hot tub

Glamping plus, lake front, hot tub, private

Tiny Home with A/C, Heat & Hot Tub, Lake 5 Mins

Stunning Mountain View- Pool, Hot Tub, WalkToBlue

Waterfront* Hot Tub* - Beachhouse Hideaway *Unique

Lakeview Loft with Hot Tub on Irish Mountain

Balmy Breezes - Waterfront Cottage with Hot Tub

The Yellow Brick Guest House

Lake Huron Sunsets at the A-Frame | Cedar Hot tub
Family- and pet-friendly home rentals

Experience Country Living at Firefly Ridge

Kinloft Cottage!

Williamsford Blacksmith Shop

The Scarlet Yurt Cabin, stay cozy w/warm fireplace

Cozy, quiet, clean cabin with wi-fi and fire pit.

Cozy Loft at Carrick Creek Farmstead

The Stone Heron

Munro Glamping Bunkie, Hepworth, 3 Wooded Acres
Family-friendly home rentals with a pool

Lovely 3 Bedroom Condo with Stunning View and Pool

Woodski Retreat w/Heated Pool on 3+ Private Acres

*Blue Mountain Village* Pool, Hot Tub, WalkToBlue

Blue Mountain Condo. The perfect staycation!

Harper Cabin

Evergreen Studio-KingBed/Pool/HotTub/Shuttle

Cozy Studio Mountainside stay in Blue Mountains

Northern Peaks - Shuttle to the Village, Pool
Quick stats about holiday rentals that are family-friendly in Southampton
Total rentals
100 properties
Nightly prices starting at
$87 NZD before taxes and fees
Total number of reviews
3.4K reviews
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wi-Fi availability
90 properties include access to Wi-Fi
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Niagara Falls Holiday rentals
- Pittsburgh Holiday rentals
- Grand River Holiday rentals
- St. Catharines Holiday rentals
- Detroit Holiday rentals
- Northeast Ohio Holiday rentals
- Cleveland Holiday rentals
- Niagara Falls Holiday rentals
- Erie Canal Holiday rentals
- Cottage rentals Southampton
- Rentals with outdoor seating Southampton
- Rentals with a washing machine and dryer Southampton
- Rentals with a fireplace Southampton
- Beachfront rentals Southampton
- Cabin rentals Southampton
- Rentals with a patio Southampton
- Rentals with a hot tub Southampton
- House rentals Southampton
- Rentals with beach access Southampton
- Rentals with a fire pit Southampton
- Pet-friendly rentals Southampton
- Rentals with lake access Southampton
- Family-friendly rentals Bruce County
- Family-friendly rentals Ontario
- Family-friendly rentals Canada