Luxury rentals in Elgin

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Top-rated luxury holiday rentals in Elgin

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Luxe
Home in Lakeside
4.92 out of 5 average rating, 116 reviews

Landmark Home 1 Blk from Lake MI Game Rm & EV Chgr

Sumptuous 4 BR/2.5 BA vacation home, just 1 block from Lake Michigan. Fully refurbished with reclaimed flooring, antique beams, custom doors, and fixtures. High-end kitchen, dining, and living areas with French windows. Living room features a stone fireplace, stylish couches, and a wide-screen TV. Three ground-floor bedrooms and baths with a second-floor bunk bed loft. Detached garage is a posh game room with high-end tables and a big TV. Covered patio, 4-seat dining, and bluestone courtyard.

Luxe
Home in Hunter
5 out of 5 average rating, 38 reviews

Casa Catskills: Luxury, Modern 9 Acre Escape

Escape to Casa Catskills, a modern, luxury mountain retreat on 9 private acres just 10 mins from Hunter & Windham Ski Resorts. The home’s amenities include a theater room, hot tub, sauna, pool table, multiple fireplaces, fully equipped kitchen with PFAS-free cookware and dedicated office space with beautiful mountain views. Enjoy 6 serene bedrooms (3 kings, 2 queens, 2 twins) and 5 spa-like bathrooms with radiant floors. Perfect for a wellness reset or city getaway. VIP services available.

Luxe
Villa in Morin-Heights
4.98 out of 5 average rating, 40 reviews

7,000+ sf luxe chalet w/ hot tub, chef's kitchen

Less than an hour drive north of Montreal, on the slopes of Ski Morin Heights, Twin Peaks takes alpine living to a new level. From the sleek, charcoal façade to the airy, open-concept interior, every design detail has been carefully considered. Effortless ski-in-ski-out access (less than a 2 minute walk) means you’ll be hitting the slopes in no time. After dark, gather around the outdoor fire pit or enjoy the sunken hot tub. Twin Peaks is ideal for families and company getaways alike..

Luxe
Apartment in Mont-Tremblant
4.99 out of 5 average rating, 201 reviews

Condo luxueux Mont-Tremblant

CITQ #310683 Condo luxueux à quelques minutes à pied du village piétonnier et de la montagne de ski, avec stationnement et service de navette inclus. Télétravail possible. Situé derrière le Golf le Géant, à distance de marche des restaurants et commerces de la station, vous aurez également toutes les commodités d'un hôtel. Sur place, vous pourrez profiter des aires communes, notamment d'un accès aux spas extérieurs, aux piscines (début Juin) chauffées, ainsi qu'aux saunas intérieurs.

Luxe
Home in Margaretville
4.96 out of 5 average rating, 55 reviews

Luxurious A-Frame Retreat with Hiking Trail

Follow us on IG @MoonlightMountainHouse for more photos. Featured in Architectural Digest. Discover luxury at Moonlight Mountain House, a breathtaking A-Frame nestled in the heart of the Catskills. Set on 17 private acres, this architectural marvel boasts modern design paired with cozy comfort. Perfect for all seasons: 15 min to skiing at Belleayre and Plattekill, and on-site hiking. With four spacious bedrooms and two and a half bathrooms it comfortably accommodates up to 6 guests.

Luxe
Villa in Innisfil
5 out of 5 average rating, 31 reviews

Luxury Waterfront Cottage

Crystal-clear turquoise water, clear as a tear – on Ontario’s most pristine lake. Private pool, sauna + cold plunge and cozy hot tub under the stars. Open-air kitchen with BBQ, gas grills – perfect for sunset feasts. Cinema, billiards, gym, air hockey, table tennis. Kayaks & SUPs await on your private shore. Boathouse: a sitting area above with a stunning view of the lake. Wake up to the gentle lapping of waves, sip coffee over glassy water... Unforgettable lake escapes start here.

Luxe
Castle in Vieux-Montréal
4.98 out of 5 average rating, 42 reviews

Iconic 9BR Estate w/ Private Pool, Spa, Rooftop.

Doxa Estate is anything but ordinary. This historic Estate steps away from the boardwalk in Montreal's Old Port district has been completely renovated. 9 Bedrooms, 12 bathrooms, private indoor pool, spa, steam room and sauna, private gym, two full kitchens, and 360-views on a private rooftop terrace, Doxa is truly one of a kind curated experience Larger groups, private events, weddings, and production Please inquire first. NOTE: Pool technicians every 5 days, 15min checkups

Luxe
Home in Margaretville
5 out of 5 average rating, 23 reviews

Whitetail Chalet Catskills

Whitetail Chalet Retreat w/ Steam Room —Perched on 6 private acres in the Catskills, this hilltop chalet offers sweeping valley views and total privacy—where modern design meets nature. Just minutes from ski mountains, hiking trails, and top local dining, it’s a perfect year-round escape. Wake to natural light, explore the outdoors, then unwind in the steam room, by the fireplace, or under the stars at the fire pit. Clean, open, and thoughtfully designed for a calm, elevated stay.

Luxe
Flat in Gold Coast
4.92 out of 5 average rating, 48 reviews

Luxury Designer Penthouse|Private Deck|Gold Coast

BRAND NEW PENTHOUSE IN THE HEART OF GOLD COAST! Enjoy your own penthouse in Chicago's Gold Coast-the city's center of nightlife, restaurants, and shopping. In a completely redeveloped luxury brownstone, your 3 bedroom/3 bathroom penthouse offers ultra high-end appliances, design, and finishes, with two private patios/decks (truly unique amenity in Chicago) and is perfect for families traveling to Chicago, professionals visiting the city on work trips, and everything in between!

Luxe
Chalet in La Conception
5 out of 5 average rating, 23 reviews

Tremblant 5BR Chalet | Hot Tub, Cinema, Games

10 mins to Mont-Tremblant and every season’s adventure! Gather your crew in a designer 5-bedroom retreat packed with fun & comfort. Private hot tub Full gym & dedicated game room with PS5 Family perks: huge cinema room, ping pong, and board games Chef-ready kitchen & BBQ Fast Wi-Fi, gas fireplaces & central A/C After a day of outdoor adventures, unwind by the fire pit, stream a movie, then sink into hotel-quality beds. Book your Tremblant escape today!

Luxe
Cottage in Meaford
4.97 out of 5 average rating, 114 reviews

Bayview Oasis: Luxe Lakeside Escape w/ Pickleball

Welcome to Bayview Oasis, our luxurious lake house on Georgian Bay. Enjoy breathtaking water views, a modern kitchen with high-end appliances, a cozy basement with a pool table and bar, and a master suite with top-notch amenities. Outdoors, relax in the cabana with a pizza oven, fireplace, picnic tables, spacious patio, hot tub, and our new custom pickleball court. Whether it's a romantic getaway or family vacation, Bayview Oasis is the perfect retreat.

Luxe
Home in Stowe
5 out of 5 average rating, 28 reviews

Luxury 4BR Chalet/Hot Tub, Sauna + Shuttle Access

Salty Margarita | Luxe Chalet w/ Hot Tub, Sauna, Game Room & More Gather, unwind, and play at Salty Margarita—Stowe’s ultimate group getaway. This 4BR/4BA chalet features fireplaces in every bedroom, a ski-lift bench in the mudroom, a hot tub, cedar sauna, game room with pool & ping pong, plus luxe linens & special touches throughout. Steps from the shuttle, bike path & breweries, it’s perfect for families and friends. Concierge services available!

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