Holiday rentals with a pool in Bruce

Private City Cottage | Pool | Arcade | Poker Room

Escape to our private Cottage in the City on a stunning 5-acre tree-lined property in Mount Forest. Enjoy a large backyard with a pool and loungers, poker room, arcade, bar & a games room for endless entertainment. Just a short 5 min drive to town for groceries & essentials, yet it feels as remote as cottage country. Watch deer wander through the backyard and end your evenings with stargazing under dark country skies. Whether you're gathering with family or friends, we think you'll love it here.

Location · Family · Check-in

Stonehaven - large country retreat, with pool*

Situated on 100 acres of grass, field and forest, this easy-access property has miles of trails, in-ground pool (not heated), huge lawns, beach volleyball, fire pit, tubing run, and lots of space indoors - 5 rooms on the main level, 6 bedrooms upstairs. >> Borders OFSC trail Ideal for multi-family groups looking for a great country getaway, it is one minute from the major highways coming from Toronto & Guelph towards Owen Sound. We offer full-week discounts. (Please note firm pool closing dates)

Family · Location · Cleanliness

Butchart Estate: Breathtaking Victorian mansion

Give them a holiday to remember.  Gather family or friends and settle in to our beautiful and well-equipped heritage home for a few days.  Enjoy the gourmet kitchen, relax in your private indoor pool & hot tub, curl up by the fireplace, binge some Netflix, or play board games galore.  Outdoors, we're famous for our hills, forests, lakes and rivers, the Bruce Trail, and the views out to Georgian Bay.  But don't miss the music, museums, the markets, and amazing foodie scene, steps from your door. 

Value · Location · Parks

Private Luxury Barn Estate: Pool, Hot tub, Sauna

A secluded barn-style retreat in Georgian Bluffs, set on 235 private acres with sweeping forest views. Designed for elevated escapes for families, wellness/corporate retreats seeking a quiet escape. This unique home features a Nordic wellness spa experience with hot tub, cold plunge tub, sauna and in-ground heated pool. Enjoy the games room, pizza oven and chef’s kitchen. Savour the views from a large balcony with cozy seating. The interior offers a blend of rustic charm with modern comforts.

Cleanliness · Kitchen · Comfort

The Lighthouse Pool house

Make some memories at this unique, family-friendly bed & coffee rental. The Lighthouse Pool house is a traveller's delight! This guesthouse has one bedroom, kitchen area & an indoor swimming pool, within your hosts residence. We offer endless cups of coffee during your stay! Enjoy your brew on the poolside patio, listening to the birds & waves from the lake across the road. Your stay includes a fridge, cook top, microwave, toaster, keurig, bbq & firepit. Keypad locks used for pool safety!

Location · Value · Parks

5-Bed Log House w/ Sauna + Firepit on 10 acres

Escape to Luna Log House and unwind in this modern 5 bedroom log home backing onto 10 + acres of protected forest in beautiful Grey County. Relax in your own private sauna and gather by the firepit - perfect for groups and families. This serene retreat offers a blend of rustic charm and modern comfort, an idyllic nature get away complete with a cedar barrel sauna, fire pit, and a fully equipped kitchen perfect for the gourmet chef. Close to some of the best hiking trails in Ontario.

Family · Value · Decor

Oliphant Cottage Rental

This lovely year round rental close to Lake Huron is available for a minimum 2 night stay during the off season. During July and August we only accept 7 day rentals from Saturday to Saturday. It comes with a fully equipped kitchen. It sleep 6 there are 3 queen beds . All-you need are towels the sheets,pillows and comforters are supplied. There is a 40" TV with firestick. The back yard is fully fenced for your pets enjoyment. There is a fire pit out there as well.

Value · Family · Barbecue

Experience Country Living at Firefly Ridge

Your private living space is comfortable and bright, with lots of picturesque windows and high ceilings. There is a walkout to a private area where you can relax, and unwind, enjoying the sounds of nature and some farm animals, such as horses, minis, donkeys, goats, chickens, cats, 2 Australian cattle dogs and even some piggies. We love our animals and we welcome yours as we are a pet friendly farm. PLEASE NOTE DOGS MUST BE ON A LEASH WHILE ON THE PROPERTY.

Location · Family · Hiking

Southampton Waterfront Retreat | Forest Views

Unwind at our Southampton Waterfront Retreat, surrounded by peaceful forest views and serene waterfront scenery. Enjoy your morning coffee on the deck, explore nearby beaches and trails, and relax in a cozy, fully equipped home with Wi-Fi, parking, and all the essentials. Perfect for couples, families, or friends seeking a quiet escape in nature while staying close to Southampton’s shops, restaurants, and attractions. A perfect getaway to relax and recharge.

Location · Value · Condition

The Lakeview House

Privacy and generous living space both indoors and out. GEORGIAN BAY can be seen and heard from the property. Private solar-heated salt-water pool (mid-June to mid-September). Golf courses, skiing, vineyards, hiking, fishing, and more in the immediate area. This is a private summer home. Some personal items are left there. The house is a custom build from the 1970s. Please treat our home and our good neighbors with respect. Absolutely no parties permitted.

Family · Value · Walkability

Welcome to the Tiny Honey House!

Summer is on its way and it is time to think about a relaxing get away at the Tiny Honey House! Our tiny home is centrally located on the Bruce Peninsula close to popular Sauble Beach, Tobermory and the Bruce Trail. After a day of adventures have a dip in the above ground pool or relax in the hot tub. There is a good chance of spotting the northern lights while sitting with your favorite beverage around a roaring camp fire watching the night sky.

Family · Location · Sleep quality

Recreational Vehicle/ Camper site at Farhope Farms

GUESTS WILL BRING THEIR OWN RV/CAMPER and we have a PLUG IN. Large level yard to park in front of the shed. This is a RV /camper site. The other listing details are incorrect - there is no studio and no bed. Tents are not suitable. There are no bathroom facilities. You are welcome to bring whatever guests your RV will sleep. We are close to Lake Huron and Kincardine, Point Clark.

Location · Checkout · Pool