Mansion holiday rentals in Orange

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Top-rated mansion rentals in Orange

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Top Guest favourite

Chalet in Manchester

5 out of 5 average rating, 49 reviews

Luxury Village Chalet w/ GuestHouse -Pet Friendly

Welcome to your Vermont retreat - a sophisticated 5-bedroom chalet + guest house in the heart of Manchester. The main house features organic mattresses, French linens, Turkish towels, and TVs in every room. Guest house offers king and twin beds with full bath. 3min walk to Equinox Hotel, 2min to Silver Fork restaurant. Enjoy 2 fireplaces, central AC, fire pit seating 10. Perfect for families, sleeps 10 comfortably. Pet-friendly. 11-min to Bromley, 28-min to Stratton. Premium concierge available.

Guest favourite

Home in Wilmington

4.88 out of 5 average rating, 105 reviews

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts

Welcome to our ❄newly listed❄lodge style home! HOT TUB✅ Our home is located on private 2.6 acre lot with beautiful views of Mount Snow in the distance. Our home offers easy access to night life/restaurants and much more. Whether you are skiing, hiking, biking, kayaking or just enjoying the fresh Vermont air, you'll love the comfort of our home. Enjoy a space that is truly convenient, comfortable, child-friendly and fun for you to enjoy during your hard-earned vacation time in southern Vermont!

Guest favourite

Home in Whitingham

4.94 out of 5 average rating, 82 reviews

Lakeside Victorian Mansion w/Hot Tub Near Skiing

An experience like no other... all for less than $47 a night per person! A perfect blend of historic charm and 21st century comforts. Our house is a unique Victorian Mansion set on 3 beautiful lakeside acres in southern VT. There’s room for everyone in your group to have their own space, along with common areas for friends and family to gather together for meals, talks, games, and fun. WEDDINGS!!!Our house is close to boating, fishing, skiing, snowboarding, hiking, and all that VT has to offer.

Superhost

Home in Jamaica

4.94 out of 5 average rating, 16 reviews

Stratton Spa House with Man Cave

MANAGED BY A 5 STAR TEAM WITH MULTIPLE 5 STAR HOMES Perched on a babbling brook this 4700 square ft. contemporary has all your needs covered. Smart tech, 3 fireplaces, man cave, streaming entertainment, home theater, spa suite, hot tub, sauna, pool table, darts, poker room, dueling xbox room, giant master suite, big guest suite with wood burning stove, large dining table, fully equipped kitchen, Keurig, screened porch, 3 private acres, sun deck, bbq, 1/4m walk to water falls and swimming hole.

Superhost

Home in Manchester

4.87 out of 5 average rating, 123 reviews

Picture Postcard Mansion in Manchester Village

Enjoy a storied stay at the Wickham House, a picture-postcard mansion located in the heart of Manchester Village. The house is designated historic by the Manchester Historical Society and added to the National Register of Historic Places in 1984. The Wickham House was originally built in 1790 as a tavern and later purchased in 1837 by Rev. Dr. Joseph Wickham, legendary headmaster of Burr and Burton. The spectacular historic home has since been renovated to meet the needs of the modern family.

Top Guest favourite

Home in Springfield

4.97 out of 5 average rating, 33 reviews

Hendee Mansion 5BR WOW!

Looking to get away? This is the perfect location! Featuring classic architecture with modern amenities. The whole group will be comfortable in this spacious and unique space. The historic “Hendee Mansion”, is a 4,600 SF house originally built and owned by George Hendee, Founder of Hendee Bicycle and co-founder of the Indian Motorcycle Co. The house still maintains most of its original architecture. See Website for more detailed info. - Hendeehouse.com - Staff is available 24-7 to assist!

Superhost

Farm stay in Londonderry

4.82 out of 5 average rating, 136 reviews

Cozy Award Winning Farmhouse - hot tub and sauna!

The Farmhouse at Bent Apple Farm - “This might be one of the states most beautiful homes if you want REAL VT with some modern amenities thrown in!” 5 star overall rating since 2014 - Beautiful, authentic & classic charm, with a Martha Stewart touch! Comes with a private hot tub, sauna, swimming pond, & the best outdoor shower in all of VT!! Looking to ski, bike or just take in the views? Min to the slopes! We can’t wait to share our award winning farmhouse & oasis with you

Superhost

Chalet in Wilmington

5 out of 5 average rating, 3 reviews

Exclusive house on the Lake. Min from town and Ski

This gorgeous estate has something for everyone! Boasting a Main house, and a lake cottage( rented separately), this property offers stunning lake views and access, with a semiprivate beach just minutes away. This listing is for the main house. Great for entertaining, spend summer days by the lake, or venture into town, only 5 minutes away. it's also just 15 minutes from Mount Snow and the Hermitage Club, giving you access to all the top amenities that Vermont has to offer!

Guest favourite

Home in Peru

4.91 out of 5 average rating, 162 reviews

Beautiful Bromley/Manchester VT Retreat w/hot tub

Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester, Beautifully remodeled VT vacation getaway nestled in the Green Mountains. Closest skiing to quaint Manchester VT, minutes from snowmobiling, hiking, fine dining and shopping. This home features 5 bedrooms, 3 with queen beds including 2 Masters, and 2 bedrooms with double bunks. Comfortably accommodates 12 people. Perfect for 2 or 3 families to enjoy any season in Southern Vermont's beautiful Green Mountains!

Guest favourite

Bungalow in Great Barrington

4.91 out of 5 average rating, 117 reviews

Idyllic Berkshires Getaway

Secluded large ranch in the country on 8 acres with pastoral scenic views, only 7 minutes drive from the center of Great Barrington and Lake Mansfield Beach, 10 minutes to Ski Butternut, 12 minutes to Stockbridge, 20 minutes to Lenox and Tanglewood . Kids playroom and a spectacular jungle gym, perfect for entertaining inside by the fire or outside on the patio with the bbq with beautiful views surrounded by pine trees. Perfect for fall foliage, skiing, spring and summer!

Guest favourite

Home in Pittsfield

4.98 out of 5 average rating, 60 reviews

Grand Berkshire Manor By Evergreen Home

Welcome to The Manor – your refined escape to the tranquil beauty of the Berkshires. Discover a perfectly situated, spacious retreat in the heart of the region. This elegantly appointed five-bedroom / 4.5 bathroom home offers serenity, comfort, and style — complete with a private pool, peaceful surroundings, and effortless access to iconic destinations like Tanglewood, Mass MoCA, The Norman Rockwell Museum, premier ski resorts, and acclaimed dining experiences.

Top Guest favourite

Villa in Longmeadow

5 out of 5 average rating, 52 reviews

Comfort and Luxury - 180 year Old Gothic Estate

This 180 year old home provides luxury and comfort for up to 10 guests. Perfect for family gatherings or a group of friends wanting to get away . Chef prepared meals and house keeping services are offered at additional rates. Conveniently located only 15 miles north of Hartford/Springfield BDL Airport and a 5 minute drive to Springfield's MGM casino. PLEASE note that guest of record is required to have at least 3 Five Star reviews in order to book