House vacation rentals in Ludlow

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Top-rated house rentals in Ludlow

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Guest favorite

Home in Mount Holly

4.9 out of 5 average rating, 116 reviews

Newly renovated. Minutes to Slopes & Trails

Healdville Hideaway has 3 acres of rural charm located on the backside of Okemo Mountain. Charm is a plenty in this 1500 SF single story, newly renovated home with views of the mountain & fields full of wildlife. This modern country decorated home provides the perfect comfortable setting for single or multi family enjoyment. The fully functional kitchen is available for making a quick snack or a full meal. The back acreage is perfect for building a snowman or doing a little cross country skiing.

Dec 1 – 8

G$38,614 GYD per night

Superhost

Home in Ludlow

4.84 out of 5 average rating, 221 reviews

Happy Destiny House Rambling Brook Okemo Ludlow VT

Perched overlooking the rambling Jewel Brook and only 1 mile to Ludlow village and Okemo, this is the perfect affordable Vermont vacation home for family and friends. Lovely country setting yet walking distance to town. Enjoy the beautiful brook view from the master bedroom and its soothing sounds from the kitchen deck year round. Freshly decorated in upscale style with brand new furnishings throughout. Okemo Mountain, Echo Lake/Plymouth State Park, Kayaking, Buttermilk Falls, Golf Shopping

May 8 – 15

G$50,679 GYD per night

Guest favorite

Home in Weston

4.95 out of 5 average rating, 227 reviews

Reillys Rest -GreenMtns! Secluded-Pet-Kid friendly

Reilly's Rest is a private home located on its own 6 acres in a prime location to SKI, HIKE, FISH, SWIM, KAYAK, WALK, + RELAX in the Green Mtns! 11/19 New floors-windows-appliances! The home is just 7 miles to Magic, 10-Bromley, 15-Stratton , and under 20 to both Okemo & Manchester. Reilly's Rest provides a peaceful + cozy stay on 6 acres with Mtn. views. Our Vermont contemporary-style home is sure to impress with warm wood interiors and an upstairs with open floor plan and beautiful views!

Aug 23 – 30

G$52,328 GYD per night

Superhost

Home in Putney

4.84 out of 5 average rating, 121 reviews

Spacious Loft with View

Located off a quiet dirt road, this rental features a great view of Putney Mountain, a private Hot Tub(exclusive to just the loft), miles of trails right from your doorstep, & a private rock quarry with swimming spot! Nestled amongst 100+ acres of conserved forest, with many VT destinations just minutes away, we are at the top of a hill overlooking the Putney Mountain ridge line.Just a 7 minute drive to downtown Putney and 20 minutes to Brattleboro.Landmark College (6min) & Putney School (12min)

Nov 19 – 26

G$35,179 GYD per night

Guest favorite

Home in West Windsor

4.98 out of 5 average rating, 163 reviews

Meadow View. 35 acres outside your door!

Meadow View is your pet friendly home away from home. 35 acres at your fingertips including 2 trout ponds and 25 acres of wooded trails (perfect for cross country skiing/snow shoeing in winter!). The unit features new furniture and a full kitchen. Minutes from Mt. Ascutney (trails galore. rope tow in the winter). The unit is perfect spot for couples craving time in rural Vermont or for families/outdoor enthusiasts who want to go mountain biking, skiing, hiking. (Okemo 30 min. Killington 45).

Aug 3 – 10

G$41,217 GYD per night

Guest favorite

Home in Putney

4.94 out of 5 average rating, 338 reviews

Vermont Botanical Studio Apartment

This room is one half of a floor in our studio building (35 sq m). It is the only occupied space in the building, which is separated from the main house by a yard. There is a queen-sized bed, full bath (no-curb shower), and an outdoor shower (not available in the winter) Small kitchen with a sink, fridge, 2-burner induction hob, microwave/convection oven, toaster, coffee pot, and cookware. Arched ceiling, with ceiling fan, large windows, deck, and Maggie's botanical art lining the walls.

Apr 12 – 19

G$23,091 GYD per night

Guest favorite

Home in Weston

4.86 out of 5 average rating, 106 reviews

4 Bedroom Family Ski House w/ WiFi, cable!

This family heirloom sits tucked away in the trees just off of Chester Mountain Road. Short trips to Bromley, Okemo, Stratton and Magic Mountains. Sleeps 8 comfortably with room for up to 10 on pull out couches. You will fall in love with the retro feel of this house, it's straight out of the 1980's, and has kept that charm over the years. We have consistently updated it with all of the amenities needed to relax, including Air Conditioning, High Speed wifi, Cable, big screen TV and sound bar.

Oct 13 – 20

G$31,843 GYD per night

Guest favorite

Home in Ludlow

4.92 out of 5 average rating, 139 reviews

149 Upper Crossroad Unit A

Renovated in the Summer of 2018, the Townhomes at Clock Tower are a beautiful, spacious year-mountain retreat. It sleeps 8 and has been beautifully appointed, with 2 Family rooms, 3 bedrooms, 2 bathrooms, a large open concept Kitchen, and Dining room with Gas Stove. The kitchen boasts granite countertops, dishwasher, with essentials. A short 5-minute walk to the Okemo Clock Tower Base Lodge, or a weekend/holiday shuttle that stops at the home for those who prefer not to walk it.

Apr 24 – May 1

G$60,013 GYD per night

Guest favorite

Home in New London

4.97 out of 5 average rating, 153 reviews

Post and Beam Guest Studio on NH scenic byway

Our guest studio is close to Lake Sunapee, Mount Sunapee, Pleasant Lake and Otter Pond. You can snow shoe from the front door and skiing, hiking, boating, shopping are minutes away from our quiet home on a New Hampshire scenic byway. Couples, solo adventurers, business travelers, and families with 1 or two small children are welcome. We have a small sofa bed and a pack and play sleeper in addition to a king bed with a luxury mattress.

Jun 24 – Jul 1

G$22,245 GYD per night

Guest favorite

Home in Ludlow

4.97 out of 5 average rating, 147 reviews

Ski Chalet with Hot Tub on Okemo Mountain

Much of the house newly renovated in the Fall, 2023. Relax in this 3-level (1700+ sq. ft) ski chalet that's a 4 min drive to the Okemo Mountain Resort and the center of town, and a 6 min drive to Jackson Gore. Take in the 180-degree views of your wooded backyard with floor-to-ceiling windows and unwind in front of the fireplace or relax in the Jacuzzi hot tub in your private oasis on the mountain.

Aug 30 – Sep 6

G$70,953 GYD per night

Guest favorite

Home in Ludlow

4.93 out of 5 average rating, 138 reviews

OKEMO GETAWAY Hot Tub & Fire Pit WALK TO TRAILS!

Please note: NO SATURDAY CHECKOUTS/INS - any other day ok the week is OK :) 5 bedrooms, hot tub and outdoor fire pit, fireplace, loft, sleeps 14, 3 full baths, two living rooms, this Okemo Mountain home is the perfect Vermont getaway within walking distance of the slopes. Our home is nestled in the woods and is the perfect spot to relax, have fun, and enjoy life!

Aug 7 – 14

G$124,821 GYD per night

Guest favorite

Home in Middlebury

4.99 out of 5 average rating, 353 reviews

Nice one bedroom cottage

Located at the foot of the Green Mountains, a short walk to the Waybury Pub, nearby hiking, fishing and skiing. 4 miles to heart of Middlebury. Full kitchen, living room, bedroom(queen bed) and bathroom with stand up shower. ethernet connection/cable tv/washer-dryer/ac/ns

Sep 1 – 8

G$28,472 GYD per night