Condo holiday rentals in Southampton

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Top-rated condo rentals in Southampton

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Guest favourite

Condo in The Blue Mountains

4.81 out of 5 average rating, 194 reviews

Mountainside Escape at Blue - Outdoor Pool

Mountainside Escape is a cozy 1 bedroom located in North Creek Resort at the North Base of Blue Mountain. Ideal location for those seeking easy access to the ski hills and hiking trails but still within minutes to Blue Mountain Village. North Creek resort offers a free shuttle service to Blue Mountain Village, an outdoor swimming pool open in the summer months, hot tub year-round, tennis courts with night lights, charcoal grills and community picnic tables that you can use during your stay.

Guest favourite

Condo in Fergus

4.94 out of 5 average rating, 309 reviews

Cozy StoneMill Retreat - Summer Getaway!

Escape to our modern & rustic 1860 open-stone, three-floor townhome in the heart of Fergus. Our cozy retreat features our queen suite, loft, kitchen, sunroom, and indoor fireplace. Centrally located in historic Fergus, just minutes from Elora and the Grand River. Enjoy nearby hiking trails along the Grand River and many annual festivals, such as the Fergus Highland Games, Riverfest music festival and many culinary adventures. Relax and unwind at this getaway retreat in the heart of it all!

Guest favourite

Condo in The Blue Mountains

4.95 out of 5 average rating, 872 reviews

Stunning Mountain Views- WalkTo Blue, Pool, HotTub

SHUTTLE, HOT TUB, SEASONAL POOL! 5-7 minute walk to the Blue Mountain Village. This cozy 2 bedroom condo gives you immediate access to the action or a quiet place to relax by the fireplace while looking out at the mountain views. ★ Enhanced Cleaning Protocol ★ SMART TVs in living room (WIFI and Cable) and bedrooms (WIFI) ★ Family Ready! Games, booster seat, packnplay etc ★ Resort hot tub with indoor changeroom and washrooms Pool opening date June 1st, 2025! Hot Tub open all year round!

Top Guest favourite

Condo in The Blue Mountains

4.93 out of 5 average rating, 523 reviews

*Blue Mountain Village* Walk To Blue, Pool, HotTub

SHUTTLE, HOT TUB & SEASONAL POOL! 360 degree views! We are a 3-5 minute walk to the Village with stunning views of the golf course and mountain! Perfect place to relax on the balcony or couch after a busy day of soaking up all Blue has to offer! ★Self-Check In, Enhanced Cleaning ★Equipped kitchen, towels & linens ★ SMART TV, WIFI & CABLE ★ Games, high chair, PackNPlay ★ Resort hot tub with indoor changeroom and washrooms Pool opening date June 1st 2025! Hot Tub open all year round!

Guest favourite

Condo in The Blue Mountains

4.98 out of 5 average rating, 158 reviews

Lovely 3 Bedroom Condo with Stunning View and Pool

Beautifully Newly Renovated Condo Located in Rivergrass on Fairway Crt, which is in the heart of Blue Mountain and Steps to the Village! Condo features 3 bedrooms(One king, two Queen and Two Twin beds with trundle pullouts), 2 full baths, kitchen, washer/dryer, living room, and dining room. Outdoor Pool (Open from June 1 to Sept) and Hot Tub(All Year). Short walk or take the shuttle bus to the village. Our cleaners are extensively disinfecting and sanitizing between each booking.

Guest favourite

Condo in The Blue Mountains

4.93 out of 5 average rating, 292 reviews

Cozy Studio Mountainside stay in Blue Mountains

Enjoy the beauty of Spring in Blue Mountains. Book your getaway now. This cozy STUDIO ground floor condo is perfect for a couple/small family (Max 4). The unit includes: a comfy queen bed and a pop up sofa bed, bathroom with jacuzzi tub, electric fireplace and full kitchen with everything you need. Free parking.Two hot tubs are open daily. Access to the North side of Blue from our condo. The Blue Village is only a 5 minute drive away with great local restaurants and shops.

Guest favourite

Condo in The Blue Mountains

4.97 out of 5 average rating, 152 reviews

Rustic Chic Renovated 2Bd Condo by Village

Welcome to the perfect property for all seasons! 2 bedroom ground level unit recently renovated and upgraded with all the amenities you need while being away from home, including safety protocols due to Covid 19 to keep you safe during your stay. This beautiful chalet has the perfect amount of space for 6 guests and is conveniently located only a 3 min drive or 8 min walk to the Blue Mountain. STA License # LCSTR20230000022

Guest favourite

Condo in The Blue Mountains

4.94 out of 5 average rating, 298 reviews

Cozy & Charming Retreat at Blue Mountain

**POOL IS OPENING ON JUNE 1, 2025** Enjoy a stylish experience at this centrally located retreat! Welcome to Rivergrass Resort with stunning views of beautiful Blue Mountain and backing onto the picturesque 18th hole of the award winning Monterra Golf Course. Our recently upgraded unit includes all the comforts of home with a modern flare. Short Term Accommodation License #LCSTR20210000237

Guest favourite

Condo in Collingwood

4.94 out of 5 average rating, 683 reviews

Modern & Chic Sanctuary Suite in Collingwood

Unit located by Living Stone Golf Resort, minutes away from downtown Collingwood, and 10 mins from Blue Mountain/Scandinave Spa. Our renovated condo offers modern-chic elegance. Enjoy 625 sq ft of privacy with two bedrooms and one bathroom with tub and shower. There is also a sofa, electric fireplace, Netflix and basic cable, WIFI, en-suite washer-dryer. Outdoor terrace with garden views.

Guest favourite

Condo in The Blue Mountains

4.91 out of 5 average rating, 265 reviews

The Sweet Spot - Outdoor Pool / Walk to Blue

The Sweet Spot is located in the beautiful Rivergrass community adjacent to Blue Mountain. Ideal location for those who want to park their car and walk to all amenities at Blue Mountain such the ski hills, hiking trails, restaurants, shops, and activities. Rivergrass offers a outdoor swimming pool open in the summer months, and a year round hot tub for guests to use during your stay.

Guest favourite

Condo in The Blue Mountains

4.94 out of 5 average rating, 235 reviews

The Blue Mountain's Dream Escape | Pool | Hot Tub

The Blue Mountain's Dream Escape is here for your perfect family getaway. Wake up to a great view of beautiful Blue Mountains and Monterra golf course. Village is just 5-7 minute walk or 1 min drive. Our ground floor end unit condo has everything you need for a perfect stay. PLEASE NOTE: - Hot tub is open year round - Pool is open for the season until September 2025!

Guest favourite

Condo in The Blue Mountains

4.9 out of 5 average rating, 237 reviews

Hillside Hideaway - Walk to the Village / King Bed

This unit is located in the Chateau Ridge community right on the Valley Express Chair Lift at Blue Mountain. Ideal location for those seeking easy access to the ski hills, hiking/biking trails and golfing but still within minutes to all the activities and restaurants at Blue Mountain Village.