Places to stay near Owl's Head

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Top-rated holiday rentals near Owl's Head

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Guest favourite

Cottage in Newport

4.87 out of 5 average rating, 153 reviews

Lakefront Cabin | Boat Dock-Fireplace-Sunset Views

Nestled in the Rolling Hills of rural Vermont, our Pet Friendly 3BR/2.5BA Lake House has Tasteful Furnishings, Modern Conveniences, and an airy, open design. Enjoy your stay swimming, boating, or fishing on the lake in the summer or exploring the rich history of downtown Newport (15 min drive) and skiing at nearby Jay Peak (30 min drive) in the winter. You will be welcomed with Luxury White Bedding, a Fully Equipped Kitchen, a Beautiful Private Lake Front Dock, and all the Comforts of Home :-)

Top guest favourite

Home in Sherbrooke

5 out of 5 average rating, 32 reviews

Small Town Oasis

Reconnect with loved ones in this pet-friendly, family retreat. This spacious property features 3 bedrooms, workspace and finished basement. A large backyard opens up to a wooded area, perfect for both children and dogs. Close proximity to 2 Universities, our location offers the convenience of city amenities while maintaining the small-town charm you desire. A short drive to numerous lakes, golf courses, ski hills, hiking trails, ensuring your family has plenty of options for a memorable stay.

Guest favourite

Chalet in Montgomery

4.95 out of 5 average rating, 112 reviews

Montgomery Meadows Chalet near Jay Peak

Located on beautiful, historic Hazens Notch Road, Montgomery Center, Vermont. This “hidden gem” of a house sets back from the road in a private setting on 5 spectacular acres of cleared land, with views of Jay Peak Ski and Golf Resort. A perfect location for skiing, hiking, biking, golfing, etc. Only 15 minutes from the resort and all of the great amenities (water park, ice rink, movie theater, climbing wall, arcade). Only 3 miles from local amenities (grocery store, top rated restaurants).

Guest favourite

Cabin in Montgomery

4.94 out of 5 average rating, 110 reviews

Mountain Retreat On The Creek

“The Jay Peak Retreat” Northeast Kingdoms most hidden gem, Jay Resort with the highest annual snowfall in Vermont. The largest indoor waterpark in the state. Upon entry you are greeted by an open concept modern layout best for small get togethers and Apres Ski! Our cabin has all the comforts of a chic resort with the tranquility and privacy you've always dreamed of. Ask about our Speak Easy Cabin 15 minuets away. Just 1 hour from Burlington, 2 hours from Montreal, and 3.5 hours from Boston.

Superhost

Apartment in Magog

4.83 out of 5 average rating, 210 reviews

Magog Lovely Vacation Home

This is your lovely vacation home in the beautiful Eastern Townships area. It's a cozy condo with 1 bedroom of a queen bed and 1 floor mattress in the living room. Perfect for couples, solo travelers and families (with children). Only a couple of mins walking from Lake Memphremagog, and 5 mins driving from Mont Orford Ski Resort. Free WiFi and Free Parking. Wood floor, full kitchen, 1 bathroom/amenities, washer, dryer, dishwasher, wood burning fireplace, big terrace and BBQ.

Guest favourite

Guest suite in Newport

4.83 out of 5 average rating, 242 reviews

Lake View Studio

Cozy studio apartment with patio and yard that has a beautiful view of the international Lake Memphremagog. Dog & cat friendly. It is close to the Kingdom Trails, Burke Mountain, Jay Peak Resort and just a 10 minute drive to Canada (30 minutes to Magog, Quebec). Lots of opportunity for outdoor activities such as hiking, kayaking, mountain biking, fishing, sailing, skiing/snowboarding and more. Welcome to use the patio and fire pit (Please bring your own wood and buy local).

Guest favourite

Flat in Jay

5 out of 5 average rating, 6 reviews

Absolute best ski on/off at Jay.

Location, location, location. This 2br Slopeside condo is position A on the snowiest mountain in the east. Inside, you'll find 2 bedrooms featuring a queen bed and a twin over full bunk. The kitchen comes fully equipped to make meal prep a breeze. The cozy living room has a gas fireplace to warm up or relax and enjoy an après drink. Our condos always feature complete linens, towels, and essential sundries because no one wants to lug that stuff to their vacation.

Guest favourite

Flat in Knowlton

4.86 out of 5 average rating, 209 reviews

Suite #301 at Le Séjour Knowlton

Brand new pet friendly holiday getaway now available in the heart of downtown Knowlton! Escape the hustle & bustle of the city for an Eastern Townships nature break where you can go hiking, skiing, snowshoeing or skate on Brome Lake. Meet artisans, food producers and shopkeepers. Sample gourmet food, local cheese, microbreweries and discover the numerous wineries on the wine tour. Go antiquing or simply luxuriate in one of our many surrounding Scandinavian Spas.

Top guest favourite

Home in Jay

5 out of 5 average rating, 33 reviews

Location! Full Remodel, Ski-in/Out by Waterpark

Completely remodeled in 2024. Ski-in / Ski-out. Cannot beat the location! Steps to the water park, ice rink, tram, restaurants, and bars. Enjoy an upscale two story, 3 bed, 2 bath family-friendly luxury condo with a private back deck & small yard. You do not have to use your car at all. Quiet corner unit with no one above or below you. Each guest will be given a unique door code prior to check-in. Kitchen & linens are very well stocked. Well behaved dogs welcomed.

Guest favourite

Home in Lowell

4.93 out of 5 average rating, 122 reviews

Tranquility Lodge Vermont

Luxury awaits in this custom crafted 4000’ log-home, offering 5 bedrooms 4 bathrooms. 360 views of the Jay Peak valley. This gem of a rental is just 12 miles from Jay Peak Resort. Need more space? Inquire about additional on site Treehouse and Cabin rental. Pets welcome with collection of pet fee prior to arrival. All guests required to be in compliance with Vermont state guidelines related to travel during COVID-19.

Guest favourite

Flat in Troy

4.98 out of 5 average rating, 176 reviews

Jay Peak Getaway

Clean and cozy apartment with private entrance and parking space. Located minutes from Jay peak ski lifts, local biking & hiking, Newport shopping and Canada. Located on a 10 acre parcel with spectacular views of Jay Peak mountain range. Outdoor enthusiasts will love the many activities available in Winter or Summer. Easily accessible off route 100 on a paved road. Owners are on site and available if needed.

Top guest favourite

Cabin in Brome

4.98 out of 5 average rating, 108 reviews

"Le Shac" a bit of paradise awaits you

WINTER or SUMMER...... well-insulated with a gas fireplace & electric back up, this is a perfect cottage for nature lovers! 20-30 min. to Sutton, Bromont or Owls Head ski areas.Enjoy this unique and tranquil country get-away with close proximity to the villages of Sutton & Knowlton. We offer a beautiful view, toboggan hills:) , snowshoeing, & x- country skiing space! Nature at its finest!