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Castleton Holiday Homes

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    Don't let other travellers get your favourite Castleton area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 25 Rentals in Castleton
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    Castleton
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    The following rentals are within 25 kilometres of Castleton.
    The Little House Vermont1 / 28
    (4)Excellent
    Brandon
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Unique Luxury Church near Killington - sleeps 10!1 / 27
    (1)Excellent
    Pittsford
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    The Swallow's Nest1 / 13
    (9)Excellent
    Brandon
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Patio
    • Parking
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 August 2017
    The highest compliment you can give a vacation-rental owner is returning, and that's exactly what we're doing. We've already reserved The Swallow's Nest for five days next July...
    Reviewed 17 October 2016
    We stayed at Swallows Nest for 10 days during the peak time of fall foliage in Vermont. We have never stayed any one place that long on a vacation. We loved the peaceful setting...
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    About this property
    Romantic spot, totally secluded, exceptional water and mountain views Situated on our organic farm, our lovely guest house is the perfect place for a weekend getaway, or extended vacation. 'The Nest' is surrounded by 50 acres of meadows and offers exceptional views of the Green Mountains and...
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    Location Information
    Brandon, Vermont 05733
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    ROSE'S COZY MOUNTAINVIEW-A-1 / 24
    (4)Excellent
    Rutland
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Central Heating
    • Parking
    • Washer
    • Balcony
    • Wi-Fi
    • Mountain Views
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 February 2017
    Chris was very kind and accommodating. House had plenty of room for us to relax and sleep. Very cozy and spacious. Would definitly recommend!
    Reviewed 23 February 2016
    Three friends and I stayed at the apartment for a long weekend of skiing in February 2016. Chris's apartment is the perfect place to stay for anyone looking to ski Killington...
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    About this property
    This side of my Duplex is my actual home.A cozy & comfortable place to unwind, relax & enjoy Vermont's beauty. Lovely views,serene,spacious and bright 2 bedroom home on 1&1/2 acre.Lawn,woods,small brook,Apple trees,grapes.Large new driveway. 1-mile walk to bus. QUIET,PRIVATE,PEACEFUL! Guest...
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    Rutland, Vermont 05701
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Mendon
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • Internet Access
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Want to get away from it all! This cozy three bedroom, one bath, private home with wrap around deck sits on a corner lot with a one car garage. Tucked away in the woods of historic Mendon Town, your minutes from all the activities Killington ski area has to offer.  Visit nearby Chittendon Town...
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    Mendon, Vermont 05701
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    ROSE'S  COZY  MOUNTAINVIEW  duplex-B-1 / 19
    (17)Excellent
    Rutland
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • Washer
    • DVD Player
    • Mountain Views
    • Central Heating
    • Satellite TV
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 February 2017
    Chris was very kind and accommodating from the very start! House had plenty of room and was spacious enough for the 10 of us. Cozy and relaxing atmosphere. Would definitly...
    Reviewed 30 January 2017
    The location is perfect for Killington and Pico! It was merely 15/20 minutes away from great Northeast skiing and also perfectly isolated to see the beautiful stars. This condo...
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    About this property
    Comfortably set up 2 bedroom home.Large rooms,nice view of mountains.Red barn across the way,pretty sunset views.Cable T.V.in each b.r.linens included.1 1/2 bathrooms,loads of storage/closet space.Eat-in kitchen w/ plenty of cabinets.Kitchen has all you will need(except food!)D.R./L.R.-w/ sleeper...
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    Rutland, Vermont 05701
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Popular Cabin on Sunset Lake in Benson VT (No Vacancy for 2017 Season)1 / 33
    (32)Excellent
    Benson
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Waterfront
    • DVD Player
    • Patio
    • Parking
    • Grill
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    everything was well maintained and well designed. home is not fancy but very comfortable. Jamie is a gracious host and accommodating.
    Reviewed 2 weeks ago
    Literally the best vacation spot for those looking to completely get away, unplug, and relax! The cabin is one of a kind; rustic, secluded and on the best piece of lakefront...
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    About this property
    SUMMER 2018 RESERVATION CALENDAR OPENS JANUARY 15, 2018! PLEASE CHECK BACK THEN FOR AVAILABLE 2018 WEEKS! Spacious Lakefront Cabin on VT's CLEAREST & WEED FREE SUNSET LAKE in Benson, VT. Within ~1 hrs drive to Saratoga & Lake George NY & Rutland & Middlebury VT Killington & Woodstock VT, 60...
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    Benson, Vermont 05731
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Mendon
    7 Bedrooms, 7 Bathrooms, Sleeps 22 Quick View
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    Amenities & Details
    • Terrace
    • Balcony
    • Central Heating
    • Mountain Views
    • Grill
    • Washer
    • Hot Tub
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming contemporary home is perfect for family vacations, reunions, and gatherings. The gorgeous panoramic view of Pico, Killington, and Mendon Mountains can be enjoyed all year round either cuddled next to a fireplace or from an outside deck which wraps this unique 7 bedroom 6.5 bathroom...
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    Mendon, Vermont 05701
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 22
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    HOUSESHARE at  ROSE'S COZY MOUNTAINVIEW  duplex1 / 22
    (7)Very good
    Rutland
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Central Heating
    • Parking
    • Outdoor Dining Area
    • Internet Access
    • Washer
    • Mountain Views
    • Grill
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 January 2017
    We came for the foliage last year and snowboarding last weekend because Chris's house is so convenient and he's such a great host and friend. The room is cozy and well decorated...
    Reviewed 26 January 2017
    Friendly host provides with excellent services including great breakfast. Chris (the owner) have companied with me and shared his stories. We'll visit again!
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    About this property
    This listing is currently my home.I am offering it as a homeshare with me and my friendly dog. This is for people looking to short term homeshare or folks who want a cheap,clean and quick base for Hiking,Kayaking,Spelunking,Antiquing,SKIING/SNOW BOARDING/SNOWSHOEING. It is the 'A'-side of my...
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    Location Information
    Rutland, Vermont 05701
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Fair Haven
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Washer
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lake front camp, converted 1955 motor home, set on Lake Hortonia in the Vermont Lake Region.This camp has 2 bedrooms and will sleep 4. One bedroom has a full size bed the other bedroom is a bunk room, with 2 single beds. (These beds are best for someone under 5'10' tall.) Full bathroom with...
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    Fair Haven, Vermont 05743
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Mendon
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Central Heating
    • Wi-Fi
    • Grill
    • Satellite TV
    • Mountain Views
    • Parking
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Over 100 positive reviews on the most popular web sites. 10 minutes to Pico and 20 to the top of Killington. Excellent for TRAVEL NURSES,PROFESSIONALS,G.E. INTERNS,FAMILIES RENT MY HOME ! WONDERFUL LOCATION NEAR EVERYTHING It's a duplex. Each side has 2 large bedrooms. You can also rent the -A-...
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    Mendon, Vermont 05701
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Mendon
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious private home away from the hussle and bussle. Rooms and Amenities : Property Type : House, 3 story Beds : 3 queen beds, 2 twin beds, 1 bunk bed Bathrooms : 3 bathrooms Rooms : Sleeps 10, 10 dining seats Pets : No pets allowed.TAX ID: Check IN is allowed between 16:00 and 20:00...
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    Mendon, Vermont 05701
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Rutland
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Central Heating
    • Grill
    • Parking
    • Washer
    • Mountain Views
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 Bedroom Unit available - fully equipped for a few nights away to enjoy all Vermont has to offer EVERY season. Unit has maple hardwood flooring, furnished for comfort, beds with quality linens. Unit(s) can be stocked upon arrival. <BR><BR>Lovely back yard with BBQ area - quiet space - enjoy a...
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    Rutland, Vermont 05701
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Pond Mountain Inn: Garden Cottage1 / 18
    (10)Excellent
    Wells
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Satellite TV
    • Patio
    • Mountain Views
    • DVD Player
    • Washer
    • Air Conditioning
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 September 2015
    My husband and I stayed at the cottage for a few days in September 2015. The accommodations were amazing. The cottage is spacious, comfortable and quiet with all the comforts...
    Reviewed 20 September 2015
    At the end of our holiday, our family had a vote on various holiday categories and Glenn and Kay were unanimous winners of best accommodation and best breakfast - no mean feat...
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    About this property
    2 Bedroom Cottage, 1 Bath, Sleeps 5 Sunsets over Pond Mountain flood the cottage brilliantly through large western-facing windows situated in the slim pillars of the pines that provide peace and tranquility and fresh air which is uniquely Vermont. Garden Cottage Amenities Full American Breakfast...
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    Wells, Vermont 05774
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Pond Mountain Inn: Loft Apartment Suite1 / 17
    (22)Excellent
    Wells
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Grill
    • Mountain Views
    • Washer
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    We stayed a week at the cottage. It was our fourth time at Pond Mountain Inn! We discovered new hiking trails with breathtaking views nearby. Lake St Catherine is also a great...
    Reviewed 4 April 2017
    My wife and I enjoyed a stay at this lovely Bed and Breakfast. The accommodations were beautiful. This is not your average b n b. Full Kitchen and living room in the loft. It's...
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    About this property
    Panoramic sunrise views come alive with champagne light in this rustic, deeply comfortable spacious suite with accented reclaimed Maine barn timbers and beamed vaulted ceiling feels like a cabin in the woods. Loft Apartment Amenities Queen Bed & Pullout Queen Bed with 300 Thread Count 100%...
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    Wells, Vermont 05774
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    VERMONT COTTAGE ON THE LAKE1 / 26
    (6)Very good
    Wells
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Mountain Views
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Waterfront
    • Porch
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 May 2017
    We never actually stayed at the place due to change in plans but the owner were ever so helpful in meet our accommodation needs and with the pricing, we did how every stop by...
    Reviewed 8 July 2013
    This rental was exactly as it is described. It was perfect for few or many, young and old. The "keepers" are a welcoming couple and willing to accomodate any needs. We...
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    About this property
    BOOKING NOW FOR THE SEASON ( MAY , 2017 THROUGH SEPTEMBER 2017) WEEK TO WEEK FROM SATURDAY TO SATURDAY $1075 per week , $135 per night ,( except holidays ), holidays & weekends start at $185 per night $4200 per month. Sleeps six to eight people . A $300 security deposit is required. Non...
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    Wells, Vermont 05774
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Wallingford
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Central Heating
    • Internet Access
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    At the base of national forest. Hiking and privacy. 3 bedroom 2 1/2 bath in main living area plus inlaw apartment in lower level. 1.25 acres with beautiful river frontage.
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    Wallingford, Vermont 05773
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Brandon
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lake front camp, converted 1955 motor home, set on Lake Hortonia in the Vermont Lake Region.This camp has 2 bedrooms and will sleep 4. One bedroom has a full size bed the other bedroom is a bunk room, with 2 single beds. (These beds are best for someone under 5'10” tall.) Full bathroom with small...
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    Location Information
    Brandon, Vermont 05732
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Rutland
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Grill
    • Shared Garden
    • Mountain Views
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cozy One bedroom, full eat -in kitchen, living room, full bath and bonus room/ office space, maple hardwood floors, with garage parking. Convenient location*, great back yard for entertaining or relaxing. <BR><BR>Getaway to Vermont for a weekend this summer - boating, hiking, mountain biking - or...
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    Rutland, Vermont 05701
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Brandon
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Balcony
    • Satellite TV
    • Parking
    • Waterfront
    • Porch
    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy spectacular water views from every room in the house. There are 2 balcony openings from the upstairs bedrooms and wrap around deck on main level. You can feed the fish directly from the deck.! The house has 3 bedrooms - master has king bed and the other 2 bedrooms have queen beds. The...
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    Brandon, Vermont 05735
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Florence
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    VERMONT LOG CABIN, Brandon, Vermont Located in the ``unhurried, unspoiled and unforgettable`` town of Brandon, our Vermont Log Cabin is a perfect location for a getaway any time of the year. This comfortable, well-equipped, log cabin is sequestered among the whispering pines and offers privacy and...
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    Florence, Vermont 05733
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Bomoseen
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Mountain Views
    • Parking
    • Grill
    • Patio
    • DVD Player
    • Wi-Fi
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Available: Birch Cabin: 2 Bedroom $750 per week. Saturday to Saturday only Spruce Cabin: 3 Bedroom $850 per week. Saturday to Saturday only Spring/Fall rates: minimum 2 nights Our rustic three acre camp consists of three cottages, (two guest cabins) a small boathouse and an authentic Native...
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    Bomoseen, Vermont 05732
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Wells
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Waterfront
    • Mountain Views
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Butternut Hill Condo is located near Lake St. Catherine and sits on 20 acres. This two bedroom one bath condo has an open flood plan that will comfortably accommodate up to 4 people. With a full kitchen, open dining room/living room area with wood stove, Dish TV and internet access. Bedrooms #1 has...
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    Wells, Vermont 05774
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Wells
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • Washer
    • Parking
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Butternut Hill Condo is located near Lake St. Catherine and sits on 20 acres. This two bedroom one bath condo has an open flood plan that will accommodate up to 4 people very comfortably. With a full kitchen, open dining room/living room area with wood stove, Dish TV and internet access. Bedrooms...
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    Location Information
    Wells, Vermont 05774
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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