Vacation rentals in Grasmere

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Top-rated vacation rentals in Grasmere

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

A modern wooden cabin is surrounded by snow-covered trees, with multiple peaked roofs and large windows for natural light. The entry features a staircase leading to an outdoor deck, while unplowed pathways trace through the fresh snow, enhancing the serene winter scenery.

Home in Whitefish

4.98 out of 5 average rating, 44 reviews

Whitefish Luxury Vacation Home

RobertRating, 5 stars1 month ago

A Slice of Montana Paradise – Unforgettable Cabin Retreat! If you’re looking for the perfect Montana getaway, look no further than this stunning cabin with its own breathtaking pasture! From the moment we arrived, we were blown away by the serenity and beauty of the landscape. The house itself was a dream. Rustic yet refined, it had all the modern comforts while maintaining a cozy, log-cabin charm. The interior was warm and inviting and has large windows that showcased the stunning views. The kitchen was well-equipped, making it easy to cook up a hearty meal after a day of exploring. Whether you are looking for a romantic escape, a family adventure, or just some peaceful solitude, this cabin is an absolute gem. We left feeling refreshed, inspired, and already planning our next visit. Five stars does not do it justice this place is amazing!

Guest favorite

The exterior of the townhouse features a rustic wooden facade with multiple balconies. A picnic table is positioned on the grass, surrounded by trees. Bicycles are parked nearby, indicating outdoor accessibility. The surrounding area displays a tranquil natural setting.

Townhouse in Whitefish

4.96 out of 5 average rating, 71 reviews

Artsy Ski-In/Out Whitefish Mountain Resort Village

SallyRating, 5 stars3 weeks ago

This place is cozy and comfortable. We had 6 adults and 1 child, and we were able to find our own area when needed. The ski in ski out is perfect with easy access and return. The ski and boot storage area in the condo made it very handy to store our equipment out of the way. The kitchen had all the supplies we needed, plenty of dishes, glasses, etc. We used the deck, the grill and the wood burning fireplace. We used the hot tube every day, it is large enough for at least 6 people. The owner is very responsive and professional. There are two places to eat and have cocktails, and a small market within walking distance. The town of Whitefish has several nice restaurants along with some cool (dive) old bars and restaurants. The shopping in Whitefish is OK. Everyone in our group loved the skiing, the terrain and selection of all types of hills for all types of skiers. We all said that we would like to go back and would stay at the same condo.

Guest favorite

A large back deck is surrounded by trees, featuring wooden flooring and a gated entrance. Natural light filters through the leaves, creating dappled shadows. Various outdoor items are partially covered, adding to the serene ambiance of the space.

Condo in Whitefish

4.86 out of 5 average rating, 96 reviews

Great All-Year Whitefish Mountain Condo - Sleeps 8

JordanRating, 5 stars2 months ago

We had a great time at Frank’s Airbnb. It’s close to the ski hill which was very convenient and also only about a 10 - 15 min drive to the town. It was the perfect location for us. The Airbnb was clean and had plenty of space for 8 people and Frank was very responsive and helpful during our stay. We will back next year!

Guest favorite

A contemporary building nestled among tall trees is partially visible. The structure features a dark exterior with wooden accents set against a backdrop of lush greenery. The surrounding forest provides a natural, serene environment.

Condo in Whitefish

4.95 out of 5 average rating, 64 reviews

Beautiful new Scenic Apartment

CharlèneRating, 5 stars8 months ago

Patrica was a great host - very responsive! The apartment was exactly as described, very clean and had all the amenities we needed for our stay. The location is perfect: situated in a very quiet surrounding (you can see deers from the balcony!) and very close to downtown Whitefish. I would definitely stay here again if I return to Whitefish!

Guest favorite

An outdoor deck area features a hot tub surrounded by wooden decking and a cozy seating arrangement. Curtains provide privacy while string lights hang overhead, enhancing a relaxed atmosphere. The house with blue siding and white trim is visible in the background, along with a grassy space.

Home in Whitefish

4.94 out of 5 average rating, 125 reviews

The Manse - Downtown Whitefish Home with Hot Tub

MorganRating, 5 stars2 months ago

Natasha’s place was the perfect size and fit for our group of 6 during our ski trip! The house was very clean and comfortable with plenty of space for everyone to be comfortable. Lots of extra blankets and cozy places to stay warm. The hot tub was the perfect place to relax after a day on the slopes and the location was only a few minutes walking distance from the mountain shuttle, downtown area with restaurants and shopping, and the market only a few blocks over. Natasha was friendly, communicative and easy to get in touch with. She was also very easy to work with on adjusting our stay when travel plans had to change due to weather. Would definitely recommend staying here and we look forward to booking again!

Top guest favorite

A private hot tub is situated on a covered balcony, surrounded by wooden railings. The water appears clear and inviting, with jets visible along the sides. Natural light filters in through a nearby window, adding a serene ambiance to the outdoor space.

Condo in Kimberley

4.96 out of 5 average rating, 57 reviews

Mountainside 2 BR | 2 BATH

ZoeRating, 5 stars1 month ago

This is our second stay at Krystal’s and we love it. The home is always clean and nicely equipped. We love the full kitchen and BBQ. Having the hot tub is such a bonus after a long day of hiking. It’s very quiet and private with beautiful forest and mountains views. We appreciate the ability to walk to town in just 25 minutes. This is a hidden gem and we look forward to returning again soon.

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What guests are saying

Cozy Quiet Lake Front Cabin at Tie Lake

4.63 out of 5 average rating, 16 reviews2 months ago

I was so happy to stay at Andrea’s cabin. The host was extremely friendly and, knowing we were coming all the way from Calgary, she even recommended some great nearby spots before we arrived. The cabin is full of stylish design—which I really loved—and everything was kept neat and tidy. The only minor issue was that one of the room doors couldn’t be completely closed, but overall it was perfect. Although we encountered a small hiccup during our stay, the host was proactive and genuinely cared about resolving the issue for us. We’re looking forward to coming back in the summer to enjoy this lovely cabin and go kayaking! Thank you for hosting us so nice !

Cabin in Jaffray

What guests are saying

Charming Condo in Downtown Whitefish

5 out of 5 average rating, 16 reviews2 months ago

This downtown Whitefish condo was in a perfect location to be walkable to many restaurants, bars, shops, and across from the free shuttle pickup to the mountain. The unit itself was spacious, very clean, and we appreciated the many seating options in the living area. Having an elevator in the building was very helpful as our group was lugging board bags and luggage and the elevator made getting into the condo a breeze. We’ll certainly be back to this unit!

Condo in Whitefish

What guests are saying

Half Duplex Log Cabin

5 out of 5 average rating, 14 reviews9 months ago

Crows nest Pass is a beautiful area, Linda’s log cabin is in an ideal setting with all the comforts you could want. Easy to get to, close to town but not too close, fully stocked kitchen, linens, washer/dryer, and plenty of space inside and out to enjoy the scenery. Was a great find as we moved away from fires in Jasper.

Cabin in Crowsnest Pass

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Popular amenities for Grasmere vacation rentals

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Other great vacation rentals in Grasmere

Superhost

A view from the upper deck is framed by wooden beams and features a swing. Snow-covered mountains rise in the distance, while the foreground displays a serene winter landscape with evergreen trees and neighboring cabins nestled in snow.

Condo in Whitefish

4.79 out of 5 average rating, 71 reviews

Ski In/Ski Out Condo

MatthewRating, 5 stars2 months ago

Awesome place and you can easily ski in and ski out. The hot tub is a nice amenity and enjoyable after skiing. The space worked out very well for our group of 7.

Guest favorite

A hot tub is set on a covered porch, with its surface reflecting the surrounding trees and sky. The nearby open door leads to an outdoor area, where a wooded landscape is visible, enhancing the sense of nature.

Apartment in Kimberley

4.93 out of 5 average rating, 91 reviews

Mountain Happiness!

DavidRating, 5 stars6 days ago

everything was great with the place and we really enjoyed our stay

Top guest favorite

The exterior of the house is highlighted by large glass windows reflecting the surrounding landscape. A wooden deck provides access to the hot tub, situated on a gravel patio adorned with tall grasses in a blue pot. Scenic hills are visible in the background.

Home in Eureka

5 out of 5 average rating, 26 reviews

Ridgeline Retreat - w/ Hot Tub and Valley Views!

KristieRating, 5 stars5 months ago

We had a wonderful stay! The house is beautiful with an incredible view. Couldn’t have asked for more. Thank you!

Guest favorite

A spacious deck is surrounded by trees, offering views of the lake. Four metal chairs and a small table are arranged on the wooden flooring, with a firewood holder nearby. Glass railings ensure unobstructed sightlines and invite relaxation in the natural setting.

Apartment in Whitefish

4.91 out of 5 average rating, 47 reviews

Luxury Glacier National Condo with Lake and Ski

MollyRating, 5 stars3 weeks ago

Very quiet and peaceful in the off season when we visited. We really enjoyed the view of the lake and the clean updated space.

Guest favorite

A log cabin with a covered porch overlooks expansive mountain views, surrounded by lush trees. Large boulders are positioned in the foreground, and a wooden sign indicating 'Bob Parking' is visible nearby. The sky is partly cloudy, enhancing the natural beauty of the setting.

Apartment in Olney

4.92 out of 5 average rating, 50 reviews

Backwoods Comfort

RebeccaRating, 5 stars7 months ago

My only complaint is we didn’t stay longer than one night! Booked this lovely place passing through for the night and fell in love! It’s extremely clean, smells great, and has everything you could possibly need. The views, patio, and fire pit were all such a nice treat to unwind after a long day of travel. 10/10 recommend!

Superhost

Townhouse in Whitefish

4.93 out of 5 average rating, 84 reviews

The Great Northern Get Away

DavidRating, 5 stars2 months ago

Came into town for a quick ski trip. Annie's place worked out perfect for me. Had a few questions she got back to me quickly, the place was clean, restaurants only a 10 min. walk away.

Superhost

Townhouse in Whitefish

4.81 out of 5 average rating, 27 reviews

Whitefish townhome w/ hot tub and lake views!

ElizabethRating, 5 stars19 months ago

Enjoyed our stay at this wonderful home. We especially enjoyed the expansive deck, fire pit and hot tub. Great for stargazing! Nicely appointed and a great location.

Guest favorite