
Mansion holiday rentals in Orange
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Top-rated mansion rentals in Orange
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Luxury mansion rentals

Secluded 2 Acre Lake Front Home!
Beautiful place. We caught fish off the dock. Loved sitting in the kitchen,catching up with friends.

White Doe Farm•Lovingly restored Antique Farm Home
White doe farm was a lovely place to stay for a week of quiet country relaxation. Tiva and their property manager, Tiffany, were easy to reach and responsive hen we had a couple very minor issues. Tiffany addressed the issues right away! Overall a beautiful place to stay!

Luxury Living at its Best in X-Large 8 Beds Estate
This house was perfect for our family and friends. We were a group of 16 and the house meet our needs. We attended an event at Fenway and Gillette Stadium, the location was great. Tom and Marissa were great host and communication with them was easy. We would stay with them again if traveling to this area.

Large home in scenic Marlboro
The pictures of this place are gorgeous but seeing it in person is jaw dropping. It is such a cute cabin that has so much to do. Every-turn there was a game to play or an area to hangout in, so much so that we stayed in both nights instead of going to Snow Barn near mount snow. Not only is the upstairs so beautiful, but the bedrooms too! If you love a cabin vibe that has gorgeous decor this place is it. My friends and i came here for my 23rd birthday, so the built in bar upstairs was definitely a great add on! The hosts are also very nice and supply everything in the home that you need, I swear there was like a million blankets! During our stay there was a snowstorm and the hosts reached out first making sure that if we needed a late checkout it was okay, and also reached out to their plow guy to come as soon as he could. We were a bit nervous driving out and they made sure our safety was first rather than checking out. Great hosts and amazing house! Will be coming again, thank you!!<3

LAKE Retreat! Lakefront Home with Amazing Views!
We had a wonderful stay! The house was clean, comfortable, and spacious, and the spot right on the water was amazing!! The indoor and outdoor spaces were both so lovely. Highly recommend.

Buckland House - A World Apart
This property is uniquely located close to a classic New England downtown area and yet also away from it so that you can appreciate the quiet and birdsong in its idyllic backyard. There are many places in and around the house to sit together or alone and you can have a blast across the street in the barn playing pool table, ping pong and foosball. Even though the weather was cool and a little rainy, we still had a great time because of where we were.

The Grafton Chateau
The Grafton house was perfect for our multi-family with the big space, bedrooms, and bathrooms. We loved the living room area where we could all sit together for family games. The property and house are beautiful and the perfect Vermont vibes. As a skiing family, we liked the location between our favorite ski resorts. Raphael was a wonderful host in providing instructions before our arrival and helpful advice. We really enjoyed our stay at the Gafton house.

Mountaintop Views, close to private schools, golf
Beautiful property! Fantastic deck and views, and spacious and modern inside. Great place for a weekend with friends!
Pet-friendly mansion rentals

4 Br Home for family gatherings, town walkable
Sarah was great at communicating every step of the way. We had a few questions while there which were promptly answered. This is a great spot for a multi family vacation. The house is spacious and the outdoor space is HUGE and ready for all the games! Will hopefully be back for the same weekend next year!

Cozy Log Cabin with Hot Tub | 1/2 mile to Okemo
The perfect place for our family’s ski trip. The cabin is exactly what you picture for a winter VT trip. Charming log cabin with a wood burning stove, but with all the modern comforts. We were only 5 minutes from Okemo and the hot tub was amazing after long ski days. Locked ski locker on the porch was convenient. Great kitchen so we could cook breakfast and hit the slopes early. The host gave clear instructions and lots of helpful recommendations - very friendly and quick to respond. Fire wood and log starters made the cabin cozy at night. Despite all the snow, the driveway was well plowed. It’s a quiet dead end road without traffic. We will definitely be back!

1850's VT Farmhouse on the River
We had a great experience with Erin and our stay! Erin was incredibly friendly and welcoming. She made sure to respond promptly to all our questions and requests, which really made us feel at home. Erin went above and beyond to accommodate our needs, ensuring we had everything we required for a comfortable stay. Her genuine care made our experience truly special. If you're looking for a wonderful host and a cozy place to stay, I highly recommend booking with Erin.

Artists Chalet minutes from Stratton Ski Resort
We had a great weekend at Joe’s place! For my son’s 12th birthday we wanted to ski all day and a cozy place to come home to- this house provided all of that! Joe was extremely responsive with a few questions we had, the place was spotless and accommodated our party of 9! A quick ride to Stratton- we’ll be back next winter!

Cozy Cabin ~16 Mi. to Slopes on 10 Acres of Woods!
Beautiful house, perfect for our family retreat. After another host cancelled on us last minute, we found Brian's place and were very happy we did! Brian was very responsive to our needs, and was very helpful throughout the weekend. the kids loved the game room, we set a new record on the Pacman machine. We made s'mores on the front porch in rainy weather, and visited some of the local breweries nearby. We were very pleased with the home, and it was perfect for our long weekend.

Transcendentalist Trails
Heather & Gene were amazing hosts. The space was clean, cozy, and exactly as described in the listing. Heather and Gene were both incredibly accommodating and responsive, making check-in and communication seamless. The location was perfect—close to Wachussett Mtn and the neighborhood was quiet and safe. I would highly recommend staying here and would love to return on my next visit!

Secluded Berkshire cabin with scenic views
Katie's house is warm and comfortable with a great wood stove/fireplace and a well equiped kitchen. You can walk out the door and into the lovely woods. Our three generation family of seven was very comfortable. We would love to return.

Stylish Mid-century Modern Berkshires Cape
We highly recommend a stay with these seasoned hosts who know how to make a home away from home. This spacious, private location was perfect for our girls' weekend away. The house was clean and comfortable with loads of quirky mid-century modern touches making each room a visual delight. A handwritten note and bag of delicious shortbread cookies welcomed us when we arrived. We loved having the room to spread out and visit and then retreat to our own rooms for rest and relaxation. We did not use the kitchen to make meals, but it was well stocked with a big fridge and plenty of counterspace. The host was responsive and friendly. We hope to make a return trip in the future.
Mansion rentals with a pool

Magical Farm Getaway - a must visit!
We had a wonderful & relaxing weekend here with a large group for my sister's lowkey bachelorette party. Even with a day of non-stop pouring rain, we were perfectly content with staying in and enjoying the coziness of the house. We had a blast watching the chickens roam around and hanging out with the overly-friendly barn cats while we sat outside. The goats & pigs were happy to greet us at the fence every time. The hot tub and pool were perfect! Highly recommend staying here if you're looking for a beautifully scenic and peaceful getaway. Thanks, Sarah & BBVF team!

Hopkinton Mass 3+ Bedrooms - Great location!
Brad was very friendly and helpful. Beautiful home!

Private chalet tucked in the green mountains
We had a wonderful weekend at Liz’s cabin. Everything was clean. Hot tub was awesome. Would recommend to anyone looking for a beautiful cabin getaway.

Happy Valley getaway
We had a wonderful stay in Westhampton. The place itself had plenty to do and was well stocked with amenities. The owners were also very proactive in letting us know about an issue with the previous renters that resulted in a deeper cleaning than expected. Nevertheless, we recommend Jen’s house and would definitely stay there again.

Leonard’s Log - Private Hot Tub, Fire Pit, A/C
The cabin was lovely! We went for a little weekend getaway with some friends and it is a great space for such an occasion. There is a surprising amount of space in and around the house and we didn't even use the three season porch. The hosts were also very responsive and easy to communicate with. Definitely a cute little home away from home!

Modern Chalet-private deck/firepit/ clubhouse pool
Michelle and this property are absolute gems. The place is spotless, full of clean and well-maintained pots, pans, kitchen utensils, appliances, and tableware. All the rooms are well appointed and comfortable. We have learned from past rentals that the home is not always cleaned properly. So we normally wipe down all the counters, faucets and tables prior to use. This is the only home that we’ve rented that came away with ZERO dirt. Michelle’s very prompt communication contains very detailed information regarding the house and things to-do around the area. We are in awe of this house and Michelle. We hope that all future renters continue to respect the property so that many more can continue to enjoy it for years to come.

Vermont Chalet w/ Indoor Hot Tub 10Min to Stratton
Peaceful, Serene location just 10 minutes from Stratton. We enjoyed the use of the new hot tub, and roomy kitchen. This space is surrounded by nature with plenty of space for you and your group. Would definitely stay here again!

Log Cabin w/ Hot Tub & Fire Pit - Stratton/Mt Snow
Lovely house can’t wait to rebook for next snowboard trip!
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- Stratton Mountain
- Six Flags New England
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Pats Peak Ski Area
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Mount Greylock Ski Club
- Mount Snow Ski Resort
- Brimfield State Forest
- Manchester Country Club - NH
- Nashoba Valley Winery, Distillery, Brewery and Restaurant
- The Shattuck Golf Club
- Ashland State Park
- Douglas State Forest
- Bright Nights at Forest Park
- Bigelow Hollow State Park
- Aaronap Cellars
- Great Brook Farm State Park
- Mount Sugarloaf State Reservation
- Hopkinton State Park
- Nashoba Valley Ski Are
- Otis Ridge