
A romantic retreat in Big Sky, Montana offers a dreamy mountain getaway to foster love and reconnection between you and your special someone. With Big Sky Vacation Rentals, you can enjoy all the seclusion of a mountain retreat, charming amenities right from home, and fun activities just outside your luxurious vacation rental!
Big Sky is the ideal location whether you’re looking for ideas to celebrate Valentine’s Day, a special occasion, an anniversary, a proposal, or for a honeymoon. With 125 luxury rentals to choose from, Big Sky Vacation Rentals is sure to make your next romantic retreat a dream come true.
1. Moonlight Luxury Suites 1
2 BED | 2 BATH
Inside this luxury Moonlight Basin home, you’ll find incredible views from every room and the perfect cozy space to spend a vacation with your loved one. This home is located close to the base of Moonlight Basin and ski access, perfect for taking on new adventures together. The combined living room, dining room, and kitchen create an expansive great room where special memories can be made. Enjoy the warmth of the fireplace while watching snow fall or sit outside on your balcony overlooking the ski run.

ROMANTIC FEATURES
- Master bedroom with king size bed
- Warm fireplace to cozy up together
- Private balcony overlooking the slopes
- Propane BBQ grill to make dinner together
- En suite full private bathroom with soaking tub
2. Moonlight Mountain Home 5 Derringer
2 BED | 3 BATH
Experience mountain living at its finest in this Big Sky home situated atop Cowboy Heaven on the Moonlight side of Lone Mountain. Big Sky Resort ski access doesn’t get better than this with America’s Biggest Skiing right off your back deck! This exceptional chalet-style home is stylish and sophisticated with a high-end alpine feel.
Connect with your significant other and nature at the same time as you embrace breathtaking views of the Spanish Peaks from the living area. Warm up by the wood-burning fire, taking in your special time together. Sit outside on the large wrap-around deck and take in the views together, enjoy a meal from the BBQ grill, or soak in the private hot tub!

ROMANTIC FEATURES
- King size master bedroom
- En suite full bathroom with soaking tub
- Wood-burning fireplace for a cozy evening
- Private hot tub overlooking the mountains
- Multiple private outdoor decks with stunning views
3. Mountain Lake 402C
2 BED | 3 BATH
Take in all the grandeur of Big Sky Resort right from your front deck! Overlook Lake Levinsky and Lone Mountain from this top floor property with amazing views alongside your special someone. Inside you will find modern finishes and comfortable accouterments. The large kitchen provides ample room to cook and prepare a meal together. The adjacent farm table and living room create an amazing space to enjoy the fireplace. This entire room is lit up by the floor to ceiling views of Lone Peak. The private outdoor deck is the perfect place to watch a romantic sunset that you’ll never forget.

ROMANTIC FEATURES
- King bedroom with full en suite bathroom
- Fireplace to keep warm together
- Private balcony with unmatched views
4. Cowboy Heaven Cabin 11 Derringer
2 BED | 2 BATH
Ski onto the trails from your front deck in this traditional mountain log cabin perched high on Lone Mountain with sweeping 360-degree mountain views from your private hot tub! Cozy up with your lover in the spacious living area with views from every angle and warmth from the gas fireplace nestled in the corner. You’ll find all the comforts of home here, from kitchen amenities and board games to plush linens and upscale bathrooms. The wooden deck perched at the front of the home is the perfect spot to watch the sunrise, warm your hands by the fire, or soak in the hot tub together.

ROMANTIC FEATURES
- Master bedroom with king bed
- Private hot tub with exceptional views
- Gas fireplace to nestle up together
- Board games for quality time
- Private outdoor deck to watch the sunrise
5. Cowboy Heaven Cabin 13 Derringer
2 BED | 2 BATH
A charming Cowboy Heaven Cabin nestled on the slopes of Lone Mountain in Moonlight Basin. This cozy retreat boasts a private deck and hot tub, panoramic Big Sky views and incredible ski-in/ski-out access, perfect for any romantic getaway. Cozy around the fireplace after skiing or exploring Big Sky, and lay on the couch with the flat screen TV for entertainment. Step outside to a private deck whether you sip champagne and plan your next day of Big Sky adventures, or relax in the private hot tub.

ROMANTIC FEATURES
- Queen size master bedroom
- Private outdoor deck
- Hot tub for special night sipping champagne
- Panoramic views to wake up to
- Cozy fireplace for cold nights
6. Cowboy Heaven Cabin 15 Derringer
2 BED | 2 BATH
Free-standing mountain cabin nestled beside the Powder River Run, high on the Moonlight Basin side of Lone Mountain. Step out your front door and onto the slopes for the perfect day of adventures with your loved one. This refined and elegant cabin boasts beautiful furnishings, a stone fireplace, and custom wood that makes for an unforgettable romantic retreat. Year-round Big Sky adventures abound under a galaxy of stars soaking in your private hot tub with unimaginable views of the Spanish Peaks.

ROMANTIC FEATURES
- King size bedroom and private bath
- Stone fireplace for cozy movie nights
- Private hot tub with amazing mountain views
- BBQ grill to make dinner together
7. Cowboy Heaven Cabin 7 Cowboy
2 BED | 2 BATH
Perched slope side atop Cowboy Heaven, this charming log cabin has the ambience of a cozy European ski cabin. The living area boasts all the comforts of home with a toasty fireplace, comfy couches and a modern well equipped kitchen for home cooked meals. This 880 sq ft cabin is an ideal romantic retreat with seclusion and extensive views from the outdoor deck with breathtaking views. Soak in the private hot tub beneath a canopy of stars, sip sundowners in front of the fire, and make Big Sky memories with your special someone.

ROMANTIC FEATURES
- Master bedroom with king size bed
- Toasty fireplace for cozy nights
- Outdoor deck with expansive views
- Private hot tub beneath the stars
- Firepitt for sipping sundowners
8. Cowboy Heaven Cabin 13 Bandit
2 BED | 2.5 BATH
Charming cabin nestled on the slopes of Lone Mountain in Moonlight Basin, boasting a private deck and hot tub, panoramic Big Sky views, and incredible ski-in/ski-out access. The open plan living area welcomes you home with a gas fireplace to cozy around after skiing, and a flat screen TV awaits for romantic dinner and movie nights.
Step outside onto the private deck with some of the best views in Big Sky where you will find the hot tub. Whether you’re sipping wine in the hot tub as the sun sets, or simply soaking up the panoramic alpine views, this cozy cabin is an unbeatable and exceptionally scenic romantic retreat.

ROMANTIC FEATURES
- King size primary bedroom
- Private deck with hot tub
- Fireplace to cozy around after skiing
- Flat screen TV for at-home date nights
9. Cowboy Heaven Cabin 7 Rustic Ridge
2 BED | 2 BATH
Nestled in the pines on the Moonlight Basin side of Lone Mountain with direct ski-in/ski-out access to Big Sky’s slopes, this free-standing cabin offers comfort and convenience in an awesome location! An ideal Big Sky base for endless alpine adventures with your significant other. This 880 sq ft cabin is perfect for mountain-lovers and unwinding is inevitable from the deck of this wooded cabin. From BBQ date nights out on the deck and soothing dips in the hot tub, this cabin is the perfect romantic retreat for your Big Sky vacation.

ROMANTIC FEATURES
- Cozy queen size bedroom
- Private deck under the stars
- Soothing hot tub
- BBQ grill for at-home date nights
10. Cowboy Heaven Cabin 15 Rustic Ridge
2 BED | 2 BATH
A true ski-in/ski-out and pet-friendly cabin nestled on the slopes of Powder River Run. Simply drop in and go from your porch or take a plunge in your private hot tub! At 1,000 sq feet, this cabin is a spacious romantic retreat with plenty of room for you, your partner, and your pet. The open plan living area offers ample space to reconnect by the fire, cook up a romantic meal, or stay in for movie night. The front deck features a private hot tub, BBQ grill, and recliners in front of the firepit. Whatever the weather, it’s a stunning place to relax, unwind and reconnect with your loved one and nature.

ROMANTIC FEATURES
- Master bedroom with king size bed
- Firepit with recliners for talking and reconnecting
- Private hot tub to relax and unwind
Big Sky Vacation Rentals represents Big Sky and Moonlight Basin’s top 125 luxury mountain retreats. With secluded properties, unmatched mountain views, top amenities, and action-packed adventures, Big Sky Vacation Rentals is the perfect romantic retreat for you and your partner!