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Mansion vacation rentals in Orange

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Popular amenities for Orange mansion rentals

Luxury mansion rentals

Top guest favorite
The exterior of a Victorian duplex is visible, showcasing a pink facade with blue accents and large windows. Lush greenery surrounds the home, with blooming flowers and a neatly landscaped pathway leading to the entrance. A clear blue sky is seen overhead.
Home in Northampton
4.8 out of 5 average rating, 129 reviews

Victorian house near Smith college and downtown

CarrieRating, 5 stars2 weeks ago
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.
Guest favorite
A spacious deck features a dining table surrounded by chairs, providing ample seating for outdoor meals. A large umbrella offers shade, and potted plants are placed decoratively around the area. Sunlight dapples the surface, highlighting the natural wood tones.
Home in Woodstock
4.85 out of 5 average rating, 116 reviews

Secluded 2 Acre Lake Front Home!

PeterRating, 5 stars4 days ago
Beautiful place. We caught fish off the dock. Loved sitting in the kitchen,catching up with friends.
Superhost
Home in Southborough
4.87 out of 5 average rating, 167 reviews

Luxury Living at its Best in X-Large 8 Beds Estate

PamelaRating, 5 stars1 month ago
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.
Guest favorite
Home in Winhall
4.95 out of 5 average rating, 140 reviews

Summit View Ski and Golf Retreat w/hot tub & Sauna

DoxiaRating, 5 stars2 weeks ago
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!
Guest favorite
An open interior space showcases a green ping pong table centered amidst wooden beams and a warm finish. Large windows allow natural light to fill the room, offering views of the surrounding trees. A wooden bench and seating area are visible in the background.
Home in Marlboro Township
4.99 out of 5 average rating, 99 reviews

Large home in scenic Marlboro

MelanieRating, 5 stars4 months ago
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
Guest favorite
A spacious game room is highlighted by a ping pong table positioned centrally, surrounded by a pool table and foosball table. Large windows offer views of the lush outdoor landscape, while soft lighting illuminates the area, creating an inviting space for recreational activities.
Home in Shelburne Falls
4.93 out of 5 average rating, 101 reviews

Buckland House - A World Apart

BethRating, 5 stars3 weeks ago
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.
Top guest favorite
A wooden adirondack chair is positioned on a deck overlooking the lake, with stunning sunset colors reflected on the water. The sky transitions through soft hues of pink and purple, creating a serene backdrop for relaxation.
Home in Sturbridge
4.97 out of 5 average rating, 153 reviews

LAKE Retreat! Lakefront Home with Amazing Views!

KarinRating, 5 stars1 week ago
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.
Guest favorite
Chalet in Stratton
4.96 out of 5 average rating, 136 reviews

Luxe HOT TUB, SAUNA 8-12 min Stratton & Mount Snow

ClaireRating, 5 stars3 weeks ago
Josh was very responsive and accommodating throughout our stay. The home was beautiful, clean, and comfortable — we would definitely stay again!

Pet-friendly mansion rentals

Superhost
The exterior of a renovated antique farmhouse is displayed, featuring a white facade and multiple entrances framed by greenery. A spacious lawn surrounds the house, complemented by mature trees in the background under a clear blue sky.
Home in Lanesborough
4.9 out of 5 average rating, 110 reviews

Elmwood Farmhouse

HannahRating, 5 stars2 weeks ago
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!
Superhost
The inviting living area features intricate wood detailing and an ornamental ceiling. Two comfortable armchairs flank a round marble coffee table, positioned over a traditional area rug. A decorative fireplace and a flat-screen TV offer cozy amenities, while natural light fills the space through nearby windows.
Home in North Adams
4.89 out of 5 average rating, 166 reviews

Art House! Spacious Getaway By Mass Moca

KyleRating, 5 stars1 week ago
Great location. Close to North Adams and Rt 2. Perfect set up for a family gathering. Several common rooms to enjoy together.
Guest favorite
Home in Grafton
4.94 out of 5 average rating, 120 reviews

The Grafton Chateau

EmmaRating, 5 stars3 months ago
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.
Guest favorite
A welcoming exterior view of a spacious home set on a wooded lot. The driveway leads to the house, surrounded by tall trees showcasing autumn foliage. A manicured lawn and parking area are visible, contributing to a peaceful, natural setting.
Home in Hubbardston
4.8 out of 5 average rating, 10 reviews

Transcendentalist Trails

ElizabethRating, 5 stars4 months ago
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!
Top guest favorite
Farm stay in Bennington
4.97 out of 5 average rating, 112 reviews

White Rock Farm

NoahRating, 5 stars3 days ago
Rare that luxury, comfort, simplicity and charm come together but when it does, you know it. We absolutely loved this place. An authentic Vermont farmhouse - the kind of retreat we all wish we had and few possess. A spacious, rich and warm home that feels like it’s been in your own family for a 100 years. The books, the art, the games, the jigsaw puzzles, the ukuleles(!), the kitchen, the barbecue, the three pairs of guest mud boots on the screened-in stone-floored porch. It’s almost too generous in its appointments, but never feels like you’re spending time among someone else’s belongings. While adjacent to the seldom traveled road, (most Vermont houses are) our family relaxed in lazy silence as we lay about the oversized living room reading and chatting, enjoying meals and jigsaw puzzles on the great table in the central dining room, and cooking in the well-stocked kitchen which led out to the barbecue and backyard and Adirondack chairs. 10/10 no notes!
Superhost
The view showcases a rustic cottage nestled among trees along the lake. A wooden dock extends from the rocky shoreline, featuring a ladder for easy water access. The cabin's light yellow exterior complements the natural surroundings, providing a serene escape by the water.
Cottage in Marlow
4.89 out of 5 average rating, 100 reviews

Sunapee area lakeside cottages trio on Sand Pond

DanielRating, 5 stars10 months ago
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!!
Top guest favorite
The exterior of a two-story house is surrounded by lush greenery, featuring a large lawn and four red adirondack chairs positioned on the front porch. A clear blue sky with scattered clouds is visible above, providing a bright and inviting atmosphere.
Home in North Adams
5 out of 5 average rating, 111 reviews

Berkshires Retreat! in the woods, yet in town!

AmyRating, 5 stars3 weeks ago
The place was perfect for us. Great location, close to town, and yet quiet and secluded…We really enjoyed our stay.
Top guest favorite
A spacious bedroom features a large window with a view of the lush greenery outside. The bed is adorned with a mix of pillows and a colorful area rug rests on the floor, enhancing the room's serene atmosphere.
Cabin in Lee
4.91 out of 5 average rating, 123 reviews

Secluded Berkshire cabin with scenic views

LindaRating, 5 stars3 months ago
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.

Mansion rentals with a pool

Guest favorite
An outdoor swimming pool is surrounded by a spacious patio and lush greenery. Sun loungers are arranged around the pool, with a shaded seating area nearby. The house features a multi-level deck overlooking the pool, creating a relaxing outdoor space for guests.
Home in Hopkinton
4.95 out of 5 average rating, 154 reviews

Hopkinton Mass 3+ Bedrooms - Great location!

RenaeRating, 5 stars1 month ago
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.
Guest favorite
A blue wooden chalet is surrounded by greenery, featuring large glass windows that provide views of the interior. A small outdoor deck leads to a hot tub, positioned against the backdrop of vibrant autumn foliage.
Home in Dover
5 out of 5 average rating, 14 reviews

Private chalet tucked in the green mountains

Zach & CourtneyRating, 5 stars2 months ago
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!
Superhost
Home in Winchendon
4.96 out of 5 average rating, 25 reviews

Amazing Lakefront Home with Pool- Tatum's Place

CamilleRating, 5 stars1 week ago
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.
Top guest favorite
This living area features a stone fireplace as a focal point alongside large skylights allowing natural light to fill the space. A cozy seating arrangement is present, complemented by a patterned area rug. Large glass doors open to an accessible outdoor deck, enhancing the connection to nature.
Home in Westhampton
5 out of 5 average rating, 26 reviews

Happy Valley getaway

DamarisRating, 5 stars3 days ago
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!
Superhost
Cabin in Wardsboro
4.92 out of 5 average rating, 202 reviews

Leonard’s Log - Private Hot Tub, Fire Pit, A/C

AnthonyRating, 5 stars2 months ago
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!
Top guest favorite
Cabin in Wilmington
5 out of 5 average rating, 71 reviews

Modern Chalet-private deck/firepit/ clubhouse pool

LoremyRating, 5 stars3 months ago
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.
Superhost
The exterior of the spacious house is shown, featuring a gray facade with multiple windows and a large front yard. Sunlight filters through the trees in the background, casting a warm glow over the lush green grass and surrounding plants.
Home in Surry
4.7 out of 5 average rating, 44 reviews

Bright, Large, Spacious Family Home

MaryRating, 5 stars7 months ago
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!!
Top guest favorite
A vibrant swimming pool reflects the blue sky and fluffy clouds above. Lush green hills and colorful flowers can be seen in the background, surrounded by a rustic wooden fence, creating a serene outdoor retreat.
Home in Chesterfield
4.98 out of 5 average rating, 58 reviews

High Field Farm

CatherineRating, 5 stars1 week ago
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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