
Mansion vacation rentals in Orange
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Top-rated mansion rentals in Orange
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Popular amenities for Orange mansion rentals
Luxury mansion rentals

Victorian house near Smith college and downtown
This was the absolute perfect place for our family to celebrate our daughter’s college graduation with 3 generations of family. The hang out space and kitchen were excellent for our family and friends. The house is old and charming with some quirks that we chose to love. Highly recommend and grateful for the memories made. Jeff couldn’t have been a better host.

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

Summit View Ski and Golf Retreat w/hot tub & Sauna
The home is gorgeous - thoughtfully decorated, cozy and clean. The location is perfect for access to Stratton and to Manchester. The host, Jason, provided very clear and helpful instructions for check-in, check-out and use of the home and is friendly and attentive. This is a wonderful place to stay!

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

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.

Luxe HOT TUB, SAUNA 8–12 min Stratton & Mount Snow
Josh was very responsive and accommodating throughout our stay. The home was beautiful, clean, and comfortable — we would definitely stay again!

Brooksong, the perfect Berkshires getaway
Thank you, Salome, for a wonderful stay. Our extended family felt very relaxed and comfortable in your lovely home. It was a rainy weekend, so it was especially nice that there was a pool table, a fuzeball table, and lots of places in the house to hang out together. The bedrooms and bathrooms were lovely and the shared space was large and inviting. We enjoyed making meals together in the open kitchen. And the neighbor was so picturesque! We loved staying next door to the horses and donkeys, and taking walks on your beautiful farm-filled road. Thanks so much for making our stay such a special weekend. We all hope to ba back again! Very best to you and yours, Joanna and family
Pet-friendly mansion rentals

Elmwood Farmhouse
Our friend group really enjoyed staying here on a rainy weekend in May. Hanging out by the wood burning stove and doing puzzles at the table was a highlight, and our dog loved being able to be outside on the dog run. The location was fantastic - right in between Lenox and North Adams - so we were able to access museums and hikes easily. Would highly recommend!

Rustic 1850s Barn. Updated and funky.
We had a fantastic time and the house was lovely! WE would 100% stay with Yvonne again. Thank you for a wonderful time.

Art House! Spacious Getaway By Mass Moca
Very unique house close to Mass MOCA. Beautiful kitchen and unique furniture and light fixtures. Clear instructions and hosts were quick to respond to any questions we had. Weather was a bit too cold and rainy to use the hot tub but great to have that option. A wonderful place to be close to the main attractions of North Adams.

4 BR home surrounded by hiking w Amazing views!
Cal and Jackie’s place is GREAT! A little Vermont oasis. The view is exactly as the pictures show - the kitchen is wonderful for families fully equipped with a big dining table to go along with it. The place is cozy and exactly what we were looking for!

Sunnybrook House
Our family thoroughly enjoyed our stay at this comfortable, spacious, and clean home. We spent hours by the fire when the weather was chilly, and explored the wooded property when the weather warmed up. Close to Sturbridge Village and restaurants. Quality beds with crisp sheets and plenty of blankets. Well-stocked kitchen. Gail was welcoming and always quick to respond.

White Rock Farm
We immediately felt at home and comfortable within minutes. We were a multigenerational group attending a graduation at Bennington College and found the property to accommodate everyone's needs. The house is well equipped and ready for family dinners. Darius was very responsive and accommodated our request to check in a day early.

Hidden Oasis in the Mountains by Evergreen Home
Beautiful place! Great location and well kept/well maintained house.

Sunapee area lakeside cottages trio on Sand Pond
We have been going to Sandpond every year for as long as I can remember. We love the lake and the area. Claudia's cabins provide us the ability to join our family there and have our own space. We absolutely love it and are already looking forward to next year!!
Mansion rentals with a pool

Hopkinton Mass 3+ Bedrooms - Great location!
Six of us stayed over the weekend. We were very comfortable and Brad was very helpful and responsive. House had everything that we needed. Brad is a great host. Would 100% recommend a stay.

Private chalet tucked in the green mountains
Liz's place was the great! Beautiful, clean, and conveniently located to the mountain. Everything we needed for a long ski weekend with friends! Thank you!

Amazing Lakefront Home with Pool- Tatum's Place
Our family getaway of 3 generations enjoyed the beautiful outdoors- between the magnificient pool, peaceful lake and the expansive yard where we were able to have fun playing the bocce set and cornhole game we brought. The outdoor seating kitchen area was perfect for gathering and so inviting for conversation and just relaxing. Ashley was easy to reach and responded to any questions.

Happy Valley getaway
We enjoyed our stay! Everything was beautiful and our Hosts were great and very responsive. We would definitely recommend and hopefully get to come back 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.

Bright, Large, Spacious Family Home
We had a very relaxing stay. Plenty of space to stretch out. Located within 10-15 min. of Keene State activities, the purpose of our trip. Bryan was a wonderful host. Very responsive. Instructions were clear, directions very helpful. Everything we needed!!

High Field Farm
Such a relaxing place, space for everyone to spread out and to gather…kids played in the barn because it was a rainy weekend and sadly too cold for a swim. Great kitchen with all necessities. four minutes to gorge trail head where my son ran 50 miles in the beast coast ultra. highly recommend
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- Stratton Mountain
- Six Flags New England
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Pats Peak Ski Area
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Mount Greylock Ski Club
- Manchester Country Club - NH
- Berkshire East Mountain Resort
- Nashoba Valley Winery, Distillery, Brewery and Restaurant
- Brimfield State Forest
- Ashland State Park
- Douglas State Forest
- Bigelow Hollow State Park
- Bright Nights at Forest Park
- Great Brook Farm State Park
- Mount Sugarloaf State Reservation
- Hopkinton State Park
- Nashoba Valley Ski Are
- The Shattuck Golf Club
- Otis Ridge
- Canterbury Farm