Gorgeous Victorian-Style House w/ Hilltop Pool!

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Choose dates to view prices

Dates

December 2024

January 2025

Fridge, microwave, stovetop, coffee/tea maker

6 bedrooms, iron/ironing board, travel cot, Internet

Overview
Amenities
Policies
Location
Host

Excellent

Entire home

6 bedrooms4 bathroomsSleeps 15372 sq m

Popular amenities

Parking available

Barbecue grill

Pet-friendly

Washer

Pool

Outdoor space

Explore the area

Rupert, Vermont

Green Mountain National Forest
1 min walk
Merck Forest Farmland Center
10 min drive
Golf Club at Equinox
27 min drive
Rutland, VT (RUT-Rutland Southern Vermont Regional)
62 min drive

Room options

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Nestled in a serene valley of the Green Mountain National Forest and boasting 5 acres of maple tree-laden land, this Victorian home is the place for an unparalleled retreat. The 6-bedroom, 3.5-bath vacation rental was built in 1856 and boasts a perfect blend of old-fashioned charm and modern luxury. Spend your days relaxing at the river on-site, taking a dip in the pool, or roasting s'mores at the fire pit. During winter, curl up with a book in the library and gaze out over a snowy hillside.

-- THE PROPERTY --

MRT-11153470-001 | 4,000 Sq Ft | Wraparound Porch | 5-Acre Property

Escape to this Victorian-style chalet, ideal for a large family or friend group, to experience a memorable trip to the Vermont countryside filled with poolside chats, river swims, and binge reading in the library.

Bedroom 1: King Bed | Bedroom 2 (Parlor): Queen Bed | Bedroom 3 (Blue): Full Bed | Bedroom 4 (Salmon): Twin Bed | Bedroom 5 (Bird): 2 Twin Beds | Bedroom 6 (Loft Bunk House): 4 Full Beds, King Bed

OUTDOOR LIVING: Seasonal hilltop pool, expansive yard, outdoor dining area, mountain views, hammocks, fire pit, river access
INDOOR LIVING: Wood-burning fireplace, 3 cable TVs, DVD player, separate bunkhouse, dining table, book library
KITCHEN: Fully equipped, drip coffee maker, tea kettle, toaster, water filter, dishware/flatware
GENERAL: Free WiFi, washer & dryer, brand new central heating system, air conditioning, linens, towels, RO & water filtration system
FAQ: Pet fee (paid pre-trip, max 2 pets), 2 steps required for access, limited cell service, bedroom & bathroom on 1st floor, firewood not provided, caretakers on-site
PARKING: Driveway (10 vehicles)

-- THE LOCATION --

OPT OUTSIDE: Green Mountain National Forest (surrounding), Rupert Town Forest (1.1 miles), Jungle Experience Zoo (10.9 miles), Lake St. Catherine (16.3 miles), Emerald Lake State Park (19.8 miles), Bromley Mountain Ski Resort (21.8 miles), Stratton Mountain Resort (31.1 miles)
AGRITOURISM: Merck Forest & Farmland Center (5.4 miles), Marlee Farm Alpacas (6.7 miles), Dorset Farmers Market (10.0 miles), Wellsmere Farm (12.0 miles), North Meadow Farm (14.1 miles), Hicks Orchard (14.9 miles), Wildwood Berry Farm (19.3 miles)
NEARBY TOWNS: Dorset (9.3 miles), Granville (10.1 miles), Manchester (16.1 miles), Glen Falls (29.1 miles), Saratoga Springs (38.5 miles)
AIRPORT: Rutland Southern Vermont Regional Airport (32.6 miles)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- Pet friendly with a fee
- No events, parties, or large gatherings
- Must be at least 25 years old to book
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: The property requires 2 steps and may be difficult for guests with limited mobility
- NOTE: The property does have cell phone service, but it may be spotty since the property is located in a rural area. Please check with your provider to confirm your service quality
- NOTE: The pool is closed September through May
- NOTE: Pets are not allowed in the pool at anytime
- NOTE: If you want to bring more than one pet, you must get approved by property owner (maximum of 2 pets)
- NOTE: Heating is available from mid November through mid March. Space heaters and multiple fireplaces are provided
- NOTE: AC is available from June through August. There are two large window units, one in the living room and one on the main bedroom floor. UNITS will be removed from house all other times
- NOTE: This home has implemented a multi-stage water filtration and purification system in the house to remove sulfur, iron and other trace minerals from the well water. In addition, softeners have been added as well to help bring the well water to comparable city water levels & the water is free of any smells and is drinkable purity
- NOTE: Please note that this historic property and its 170 years in existence might have a few quirks not present in most modern newly built homes. For this reason, there are on-ground caretakers to tend to anything that might require attention. The caretakers (Mario & Rosa) live in a separate building on-site. They may be present during your stay, but they try to be out of sight while guests are in residence to maintain privacy and optimal guest experiences

During your stay at this villa, you're just a quick walk from Green Mountain National Forest. Enjoy your stay with amenities like a private pool and a kitchen in the villa.

Air-conditioned villa with private pool, kitchen, and washer/dryer
Steps from Green Mountain National Forest and 10 minutes by car from Merck Forest Farmland Center

This villa offers its guests barbecue grills and a garden. The front desk is open around the clock.

This Rupert villa is smoke free.

Property manager

Evolve

Languages

English, French, German, Spanish

Property amenities

Pool/Spa

Private pool

Internet

WiFi available

Parking and transport

On-site parking
Car recommended

Kitchen

Fridge
Stovetop
Microwave
Coffee/tea maker
Cookware/dishes/utensils
Toaster

Bedrooms

6 bedrooms
Bed sheets provided

Bathrooms

3.5 bathrooms
Towels provided
Hairdryer

Living spaces

Fireplace
Wood stove

Entertainment

TV with cable/satellite service
Pool or billiards table
Video games
DVD player
Games
Stereo
Music library
Books

Outdoor areas

Patio
Garden
Barbecue
Garden
Firepit

Laundry

Washing machine and dryer

Comfort

Air conditioning
Heating

Pets

Pet friendly

Suitability/Accessibility

Smoke-free property

Services and conveniences

Housekeeping (on request)
Iron/ironing board
Phone

Location highlights

Near a health or beauty spa

Things to do

Water sports equipment
Hiking nearby
Hiking/biking trails nearby
Hunting nearby
Power boating nearby

Safety features

Carbon monoxide detector installed (host has indicated that there is a carbon monoxide detector on the property)
Smoke detector installed (host has indicated that there is a smoke detector on the property)
Fire extinguisher
First aid kit

General

Unit size: 4000 sq ft (372 sq m)

Policies

Check-in

Check-in time starts at 4:00 PM

Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets are welcome
Service animals are exempt from fees
Note from host: A maximum of 2 pets are allowed.

Children and extra beds

Children are welcome.

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.

Extra-person charges may apply and vary depending on property policy

Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges

Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed

Onsite parties or group events are strictly prohibited

Host has indicated there is a carbon monoxide detector on the property

Host has indicated there is a smoke detector on the property

Safety features at this property include a fire extinguisher and a first aid kit

This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.

Property is also known as

Rupert Villa W & Large Deck Dorset

Rupert W & rge ck Dorset

Rupert Villa W/private Pool Large Deck By Dorset

Gorgeous Victorian-Style House w/ Hilltop Pool! Villa

Gorgeous Victorian-Style House w/ Hilltop Pool! Rupert

Gorgeous Victorian-Style House w/ Hilltop Pool! Villa Rupert

348264

Gorgeous Victorian-Style House w/ Hilltop Pool! Reviews

8.8

Excellent

8.0/10

Cleanliness

8.0/10

Staff & service

8.0/10

Amenities

8.0/10

Property conditions & facilities

10/10 Excellent

Jeff Y.

4 Apr 2024

Liked: Cleanliness

Beautiful Home

The house was a perfect weekend getaway for a group of friends from the city. It was absolutely gorgeous and had everything we could need. We even got two feet of snow, so it was a magical Vermont experience! We would definitely go back and thank you!

Stayed 2 nights in Mar 2024

10/10 Excellent

Deepinder G.

26 Nov 2023

Liked: Cleanliness

Great Friendsgiving!

Loved the Friendsgiving at this beautiful place. We had 14 people ranging in age from 9 to 50 plus a pet. We had ample room and great hospitality. We also had a great lunch at Mystic 802 (recommend the spaghetti).

Stayed 4 nights in Nov 2023

10/10 Excellent

Melanie T.

18 Aug 2023

Liked: Cleanliness

Gorgeous, comfortable luxury in a pristine setting

This property was a dreamy, romanticized take on a Victorian property. There was more than enough space for 11 of us (4 extra beds than we needed!!) and the property was absolutely decked out with everything you could need. We swam, we played volleyball, we had a family archery contest, we ate outside on a long, handmade table that looked like it was from a “country living magazine”…. There was lazy morning coffee on the front porch, late night hangouts on the back deck, a sunken bathtub…. books and artwork galore… this home is a well maintained, storybook place and was perfect for a family reunion. Any concerns I had based on previous reviews were put to rest immediately - ignore them! The water was lovely and tasted great, dishwasher worked fine, everything was comfortable. 100% would stay again (and maybe again and again!)

Stayed 3 nights in Aug 2023

10/10 Excellent

Rene C.

16 Jan 2023

Liked: Cleanliness

Family weekend

Perfect property for our long holiday weekend family getaway. Property owner was very accommodating.

Stayed 3 nights in Jan 2023

10/10 Excellent

Lacy O.

3 Oct 2022

Liked: Cleanliness

A very inviting gathering space

8 girls and two babies could move and sleep comfortably. Cooking and spending time together andweekend was wonderful. We asked the property manager who was in a different structure on site to set a fire in one of the fireplaces, and it was warm and cozy.

Stayed 2 nights in Sep 2022

8/10 Good

Chong L., Mahopac

17 Mar 2022

Liked: Cleanliness

Charming for sure.

The house was old, so be prepared to go to a rustic old house. Interesting to say the least for the shower upstairs. The wood burning stoves were fantastic and definitely needed during the winter months. All ski locations were about slightly less than an hour, should of read the details more carefully. All in all it was a great time for the entire family and friends.

Stayed 3 nights in Mar 2022

10/10 Excellent

Wendy O.

13 Dec 2021

Jeering weekend

This house was a perfect fit for our Jeep club trip to Vermont. We worked with Treadlightly to build trails and clean up trash during the day. It was great to be able to accommodate all of us in one house.

Stayed 2 nights in Dec 2021

6/10 Okay

Molly S.

25 Aug 2021

Disliked: Cleanliness

Needs lots of work

It’s a very cute house, but its dirty and needs a lot of work that has clearly been neglected for some time. One of the showers is unusable as it leaks into the kitchen. It’s obvious that it’s been ignored for a while because there are water stains on the ceiling. From finding mouse poop in the salad bowl to broken furniture that had been taped back together or simply left broken (dining chairs, to rusty kitchen utensils. This house left a lot to be desired. Oh and there’s no AC on the second floor. Not great when it’s 84 degrees outside with only 1 window unit on the first floor.

Stayed 4 nights in Aug 2021

10/10 Excellent

jovita b.

28 Jul 2021

Liked: Cleanliness

Vacay in Vermont

Love the pool!!! The owner was easy to reach and staff on grounds were easily available!!

Stayed 3 nights in Jul 2021

6/10 Okay

shaun b.

18 Jan 2021

Disliked: Cleanliness

With easy updates would have been great

Beautiful part of Vermont. So grateful they allowed dogs - they were in Heaven and they are very much a part of our family. Brilliant communication with owner. Wonderful floor plan. Super toasty with the fabulous wood burning stoves. My wife was in Heaven with the books and art. The House definitely needs a DEEP clean - my wife (interior designer) referred to it as a commercial cleaning (typically hired post renovations/construction). The other problem was the sulfur in the water— while assured it was safe the smell was pretty awful.....we spent a lot of money on water to drink, cook and hygiene. Other improvements would be simple update in linens/shower curtain — make sure lights/bulbs work — throw out old soap/sponges/refrigerator items - washable slip covers for furniture — all stained big time (we brought lots of blankets and wound up placing them on sofas to sit). Back bathroom basically has a hole in the floor in front of the toilet. My wife is going to make specific suggestions (affordable showrooms/products) that are pet/kid/renting friendly to owner with the intention of helping — no judgement. These updates are very manageable with the income this house is providing. Keep us posted - if tackled - we will gladly be back! ❤️ Vermont!

Stayed 5 nights in Dec 2020

10/10 Excellent

Lori H.

27 Aug 2020

Liked: Cleanliness

Relaxing

I took my family away for a quiet relaxing long weekend to get away from the craziness of life. It was just what we all needed.

Stayed 3 nights in Aug 2020

8/10 Good

Lorraine G.

25 Aug 2020

Liked: Cleanliness

Lovely stay

We really enjoyed our stay at Chandler House. The property was great for our kids to have a sense of freedom while still close by. The pool was ideal despite some water issues caused by weather and rain. If you appreciate design and architecture, this is great place to stay. It was elegant and comfortable. The host Antony was extremely responsive and helpful.

Stayed 14 nights in Jul 2020

10/10 Excellent

kate g., Brooklyn, NY

12 Jul 2020

Liked: Cleanliness

Absolutely fabulous!

Everything about our trip was so great. The house is absolutely gorgeous. We were a family of 5 for 3 days and then 6 friends joined us. The house is spacious and there was plenty of room for everyone inside and out! The house has lots of character and is exsquitely decorated and furnished with all sorts of eclectic objects, art and books. I could've spent days looking through the books in the library. The kitchen is really well equipped for large parties. We wanted for nothing. All the beds were amazingly comfortable and the kids LOVED the bunkhouse! The host was extremely responsive! Honestly, we can't wait to come back!

Stayed 6 nights in Jun 2020

10/10 Excellent

Luba p.

19 Jan 2020

Wonderful place!

Our stay at the beautiful Rupert Villa over the New Year holidays was wonderful. The owner was prompt to respond to any questions or requests. The house has losts of character and decorated with rustic charm and filled with history, art and beautiful objects. It made our New Year holidays magical and would love to return!

Stayed 5 nights in Dec 2019

2/10 Terrible

Verified traveller

16 Nov 2019

Disliked: Cleanliness

This Place Is A Disaster

My wife and I recently rented your Rupert, VA home for a weekend with our family. The pictures that you posted convinced us that the home would be perfect in every way. Unfortunately, when we arrived it was a different story. All of us – eight adults and six grandchildren – were shocked at the condition of the home and realized that some time must have passed since those original photos were posted. We found the interior of the home in such deplorable shape: • A cooler of rotted, maggoty, steaks greeted us as we entered the kitchen. Gagging over the putrid stench it created, our oldest grandson had to drag it outside as we tried not to vomit. How did your cleaning crew miss that one? • The dishwasher didn’t work, which was a major inconvenience with 14 people staying there. How long does it take to fix or replace a dishwasher? • When we attempted to make coffee we found the glass carafe for the coffee maker had a hole in the bottom of it. Thankfully there was large coffee urn we were able to use. • The potable water smelled of sulphur. We were told to let it run and the smell would dissipate. After the days of use by 14 people, it still smelled like sulfur. • There were dead flies on the kitchen window ledges. • There were live mice scurrying about and their droppings found in the kitchen drawers and living room, and likely in the other rooms as well. • We found petrified dog poo in the living room. When my daughter removed it and washed the area, she found more under the area rug, as well. • The large TV was not hooked up to the cable. • Unfortunately, the central heat isn’t turned on until November, and it took two days of constantly feeding the fireplaces with wood (which we purchased) to get rid of the bone chilling atmosphere. When we found the three well-hidden space heaters, the breakers flipped off. • The bathtub and toilet on the main floor were in a deplorable state and need replacing, and the floor under the toilet was about to cave in as the floor is likely rotted. The baseboard heating units are filthy, broken and hanging off the walls. • There are no locks on the bathroom doors, and the door to a tiny bathroom off the main floor bedroom is broken and literally will not shut. The owner has not taken any ownership for these issues; thankfully Evolve Vacation Rental, have been great to work with and refunded us any profit they made on this listing. They should delist this property from their offering.

Stayed 3 nights in Oct 2019

10/10 Excellent

Nora C.

9 Sept 2019

Liked: Cleanliness

A lovely escape

A beautiful home, a well equipped kitchen, and lovely grounds made my and my family's trip delightful. We hope to return and recommend this property highly.

10/10 Excellent

Chris

Travelled with family

7 Aug 2019

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

We truly enjoyed our stay. We spent a lot of time in the pool. I thought the water would be too cold but it was beautiful. Our family loved bike riding and running in the area. The grounds are fabulous. We also enjoyed the fully equipped kitchen. We were there for just over a week. A heat wave came at the end of the week and it got very warm in the loft.

Stayed 8 nights in Jul 2019

6/10 Okay

A. Roy M.

1 Aug 2019

Liked: Cleanliness

Good and Bad

The Good: Great locale, charming home, well appointed kitchen, pool, space for lawn games. The Bad: Though the property was advertised with air conditioning (one of our main requests) there was none. 2nd floor bedrooms were hot at night (early July). Had to go out and buy fans. Two of our family have allergies and having to keep windows open for ventilation kept them coughing and sneezing. Opened the dishwasher the first evening after a meal for 7 adults and 2 children to find dirty water lying in the bottom and the dishwasher non functioning. Contacted owner about both ac and dishwasher but neither situation was ever remedied. Evolve, the agency that handled the booking through VRBO was not a strong advocate on our behalf for a reasonable rebate. We will not book through them again. Owner was charming and polite but nonchalant about each of these problems, never offering to fix them during our stay. I am not sure what recourse one really has when a property is not as advertised, especially when it involves a key factor you used in choosing the property. The full amount had been prepaid. Some traveled from GA & TN for the week. We were not alerted beforehand by the owner and given the opportunity to cancel or accept it “as is” at a reduced rate. We came away quite discouraged by the lack of protection for the renter in such a situation. Not sure we will use VRBO in the future.

Stayed 7 nights in Jun 2019

10/10 Excellent

Travis S.

11 Jul 2018

Amazing!

This house is huge and homely. The property is the perfect size. Plenty of room to set up lawn games, multiple options for camp fires. The pool is terrific for hanging out in or around. Didn’t know there was not a microwave though, keep that in mind when planning food! Definitely would stay there again. Plenty of bathrooms and sleeping areas.

Stayed 3 nights in Jun 2018

10/10 Excellent

Roman D.

2 Mar 2018

This was an enormous and cozy place.

Starting from day one of booking this place was very easy and flexible in my part. We had good memories and fun time with the family. And we'll definitely coming back sometime this year. Book yours now!

Stayed 2 nights in Feb 2018

10/10 Excellent

Prateek B.

30 Jan 2018

Magnificent, spacious place with beautiful decor

We were a group of 12 and stayed 2 nights. Were in town for snow activities. Really liked the place - it’s very artsy and made with so much thought. In addition to the 5 bed rooms, the attic makes such a nice extension with additional beds . There are 2 large living areas. The outdoor area is massive, was just too cold for us to take advantage of (but on the flipside we took advantage of the fireplace indoors a lot)

Stayed 2 nights in Jan 2018

8/10 Good

Elizabeth D.

19 Jan 2018

Peaceful, Cozy Retreat

This is a beautiful retreat in a wonderful part of Vermont -- close to both the quaint little village of Dorset and Manchester, which has lots to do and see. The house is beautifully decorated and maintains the charm of a 19th century farmhouse. We stayed during a cold snap with the temperatures got down to -15 so did have some trouble keeping the downstairs warm, but I don't expect that would be as much of a problem during normal winter weather. We're hoping to return in the summer to take advantage of the pool!

Stayed 4 nights in Dec 2017