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

Kayaks, Sauna & Family: Relax & Play
Clemence's place is gorgeous and comfortable! Perfect stay for our group of friends catching up for the weekend. Super clean, the kitchen is extremely well stocked - much better than shows in the photos or is listed in the description. Private spot with plenty of space. Had a lovely walk in a nearby state park, too.

MtSnow/Stratton Ski Lodge-Hot Tub-Game Room-Pool
This home is Stunning!!! In every aspect! Every room is beautiful and Michelle has thought of every detail to make you feel at home. Incredibly comfortable beds and linens, a fully stocked kitchen for all your cooking/takeout desires, and hang out spot for the kids with air hockey and arcade basketball! I could go on and on. You will not want to leave!

Mountain Chalet: Private Brook - Hot Tub - Firepit
Family had a great stay at Danielle and Ben’s the house was very clean and kid friendly and we really enjoyed having the view of the creek from decking area. Very close to Mt Snow and surrounding area restaurants and attractions. Would stay again.

Charming Mountain Chalet w/ Spa near Mt Snow
Lovely stay in a cozy, comfortable house only 15 minutes from Mount Snow. We enjoyed post ski-day nights by the fire, with plenty of comfortable seating and board games galore. The yard was great for our dogs and features like the koi pond and hot tub were easy to enjoy in a peaceful and private environment. We’ll be back!

Alpine Chalet: Hot Tub,GameRoom,Theatre,Gym,Sauna
We had a great time. Everything was as described and shown in the pictures. Lot’s of thoughtful details, high quality furnishing and very spacious. Julian was easy to communicate with and you can tell he is a host that cares greatly about providing a great experience and environment.

Luxury Living at its Best in X-Large 8 Beds Estate
We had a wonderful 2 day work retreat!! Plenty of space for work colleagues to spread out but many options for us to be together! It was wonderful!

Waterfront Wonderland | Luxe Log Cabin (Sauna/Gym)
Wow, I can't recommend Elle's place enough! Beautiful setting and the cabin felt cozy but had more than ample room and privacy for our large party. Everything was spotless and the beds were very comfortable. Elle was a wonderful host and had a huge basket of snacks waiting for us! Checkout was a breeze. We were very appreciative that checkout did not include a list of chores to do! We also loved the sauna. 10 stars!!!

Spacious Lake Front Home
Beautiful location in Otis, right on the lake and so peaceful. The house is very spacious and easily accommodated our family ( 7 adults and 2 children). All the windows in the house provided great views of the lake, especially from the deck. Our host Nick was very responsive when we had questions or any concerns. Would be nice to come for a stay during the summer.
Pet-friendly mansion rentals

Cozy Log Cabin near Stratton/Mt. Snow-pet friendly
Christina was an excellent host who ALWAYS responded to any of my questions or concerns immediately and courteously. Her space was exactly as described and very spacious as well as a fantastic environment for a group to get together and have a great time! I highly recommend Christina’s place for a great time with a large group, she is the ideal host who works tirelessly to provide an amazing space for her guests!

Spacious Brattleboro home on river, walk to town
Absolutely incredible place! Tons of room, bathrooms for each bedroom was a big hit. Amazing location. Views were magnificent after 8 inches of snow and some freezing rain. Perfect excuse to not leave the house and enjoy the peaceful serenity over a nice margarita. Fall views must be totally awesome. Don’t need to bring anything except you, your friends and some food. The home has everything you need, all set and ready to go, and I mean everything you’ll need. The house manager Teri was an absolute peach. Her connection to the house and knowledge of the local history was amazing. 5 STARS doesn’t do this place justice. Already planning a return visit.

Secluded Farmhouse Retreat - stunning views
This was a great home away from home. Wish it didn’t rain as much as it did. We really wanted to walk the grounds more. Inside was cozy and warm. Anything you needed it was there. Definitely thinking about coming back in the winter because it would be a perfect winter wonderland. Thanks again Sophon

Lilac Ridge Farm House
We had a great stay at Lilac Ridge! The house was near and spacious, plenty of room for our family. We stayed in quite a bit and enjoyed the farm (including a visit with the calves!) and the house. The little farm stand had some nice things, including fresh eggs, maple syrup, honey, and soap, all local. Ross and Amanda were super responsive and took care of all our needs. Thanks so much!

Historic 1832 Parker House ~ Sleeps 10, Pool Table
Erin's home in Vermont was absolutely perfect! Even better than we anticipated. Lots of room, super cozy, exceptionally clean, and a hop, skip, and jump from Stratton Mountain Resort! The game room was a real bonus. There is a small grocery store within a block of the home where we found everything we needed. Erin was easily accessible by phone and text and she is a wonderful host. We highly recommend her home; we will definitely be booking again!

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!

Peaceful Beautiful Mountain Home Spectacular Views
We had a wonderful stay. Very peaceful location and the views are amazing!

Stone n' Sky Lodge
I genuinely don't know what to say other than the fact that this may be one of the greatest places I've had the honor to lodge at. I did a lot of vetting across New England to find a wonderful place that could sleep a decent amount of people, provide a scenic and comfortable escape, and keep us entertained. Sarah's wonderful Stone and Sky Lodge exceeded every expectation I just listed. It's cozy, warm, and feels like a hidden nook! The scenery and nature couldn't be more beautiful. I never got the pleasure to meet Sarah, though I wish I did. Over messages and from what my friends told me, I just know that Sarah is the most hospitable and kind host that I've talked with in a while, and I hope that next time I can thank her personally. From my friends and I, we thank you for sharing your home with us. If you think that the excellent reviews are too good to be true, don't. This IS the truth, and I can't wait to have another reason to come back to this wonderful treasure of a place.
Mansion rentals with a pool

Spring Hiking Pet Retreat I Game RM l ChimneyHill
Shannon’s place was perfect for our Christmas visit with our son. Clean, spacious, great location, fully stocked, and made the perfect place to host our son and his Copper Mountain colleagues for Christmas!

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.

Amazing Lakefront Home with Pool- Tatum's Place
Great stay overall — just be mindful of seasonal comfort! We had a lovely time at this beautiful property — it’s well-maintained, peaceful, and has a lot of charm. The host was responsive and check-in was easy. Just a heads-up for future guests: the property has seasonal settings, so you’ll either get heat or A/C depending on the time of year, not both. It made things a bit uncomfortable during a weather transition, but manageable. Still, the beauty and uniqueness of the space definitely made up for it. Would recommend with that one caveat in mind!

Cedar Ridge: House or House+Apartment
We love the house! It’s spotless (very clean), very comfortable and super peaceful in a beautiful location! Highly recommend!

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!

Winter Home near TreeHouse Brewery with King Beds
We got married at a venue about 15 minutes away so we stayed here with our bridal party and the size was perfect. Everyone slept comfortably, we still had plenty of space. The neighborhood is quiet and the location is still close enough for us to enjoy exploring Sturbridge. Michael was responsive and honest with any question I asked!

High Field Farm
Set upon the eastern bluffs of the Berkshire hills, Highfields farm is a stunningly beautiful property with great vistas. The autumn leaves were changing and the crisp clear mornings gave way to comfortably warm days.! The night sky was spectacular without light pollution. We will be back

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!
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- Stratton Mountain
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Monadnock State Park
- Pats Peak Ski Area
- Six Flags New England
- Berkshire East Mountain Resort
- Mount Snow Ski Resort
- Mount Greylock Ski Club
- Aaronap Cellars
- Mount Sugarloaf State Reservation
- Manchester Country Club - NH
- Nashoba Valley Ski Are
- Douglas State Forest
- Otis Ridge
- Hopkinton State Park
- Bright Nights at Forest Park
- Ashland State Park
- Nashua Country Club
- Bigelow Hollow State Park
- Bretwood Golf Course
- Hooper Golf Course
- Brimfield State Forest