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Holiday houses in Ludlow

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Top-rated holiday rentals in Ludlow

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Home in Ludlow
4.98 out of 5 average rating, 66 reviews

Ludlow Lake & Ski Cottage - Adventure Awaits!

Relax and unwind at our charming cottage directly on Lake Rescue in Ludlow, VT. Enjoy stunning lake views, direct access to water activities (kayaks and paddle boat included!), with close proximity to Okemo Mountain Resort (5 min), Fox Run Golf Club (5 min) and Killington Mountain Resort (15 min - Skyeship). Perfect for your family or a group of friends to take advantage of everything the area has to offer. Our cozy house offers everything you need for your relaxing (or adventurous) getaway!

Top Guest favourite
Home in Ludlow
4.97 out of 5 average rating, 180 reviews

Ski Chalet with Hot Tub on Okemo Mountain

Newly renovated in fall 2023, this 3-level, 1700+ sq. ft. ski chalet is just a 4 min drive to Okemo Mountain Resort and town, with Jackson Gore only 6 min away. Floor-to-ceiling windows showcase stunning 180-degree views of the wooded backyard, creating a peaceful mountain retreat. Cozy up by the fireplace or soak in the Jacuzzi hot tub for ultimate relaxation. Whether you're here for skiing, hiking, or a quiet escape, this private oasis offers the perfect blend of comfort and convenience.

Top Guest favourite
Home in Plymouth
4.98 out of 5 average rating, 56 reviews

Charming pet-friendly retreat in the Vermont woods

Escape to this peaceful, pet-friendly hideaway nestled in the beautiful Vermont woods. Spend your days hiking scenic forest trails, hitting the berms on your mountain bike, walking the greens at Fox Run Golf Club, swimming and boating at Camp Plymouth State Park or simply enjoying the fresh mountain air. After a day of adventure, relax around the fire pit under the stars. Your perfect getaway awaits. 🔥 Fire pit & fireplace
🐾 Pet-friendly
⚡ Fast Wi-Fi
🥾 Near hiking & outdoor adventure

Top Guest favourite
A serene lakeside scene captures a cozy cabin nestled among lush trees, illuminated by warm light. A dock extends into the water, featuring seating for relaxation. A canoe glides gently across the lake, adding to the tranquil atmosphere of this picturesque setting.
Cabin in Poultney
4.93 out of 5 average rating, 399 reviews

Waterfront Vermont Lake House w/ Panoramic Sauna

We invite you to come stay and experience all of the beauty that Vermont has to offer at Lake St. Catherine. Located on the west side of the lake off a quiet private drive with almost 100ft of lake frontage, there are few spots with a better view. Watch the sun rise each morning from the decks or sauna. Explore the lake by canoe or kayak; both available for our guests. If the dates you're looking for are booked, message us for availability at our second location! Follow us @vtlakehouse

Top Guest favourite
An airy living space is showcased, featuring high ceilings with natural wood beams. Large windows provide ample daylight and views of the surrounding trees. A cozy seating arrangement is placed adjacent to a dining area, while a large area rug adds warmth to the wooden floor.
Home in Ludlow
5.0 out of 5 average rating, 42 reviews

The Evergreen Chal-A

Welcome! The chalet, with its classic A-frame shape, sits on 3 acres nestled in the trees. You'll have the perfect view of Vermont's Green Mountains from the front deck and outdoor fire pit. The home is a 6 minute drive to the base of Okemo mountain and downtown Ludlow. It offers 3 bedrooms and 2 full bathrooms, along with an airy living room, dining space, cozy reading loft, and office space in the large ensuite master. We know you'll love this modern classic, the Evergreen Chal-A!

Top Guest favourite
Tiny home in Ludlow
4.96 out of 5 average rating, 105 reviews

Alpine Reflection + Hot Tub

Escape to this luxury glass tiny home perched at 1,500 feet in elevation in Ludlow, Vermont—architect-designed and built in Estonia with stunning views of Okemo Mountain. Tucked away in a private forest setting, this one-of-a-kind retreat features a hot tub, fire pit, outdoor shower under the trees, radiant heated floors, and floor-to-ceiling windows that immerse you in nature. Designed for quiet luxury relaxation and unforgettable mornings, it’s the perfect escape every season

Top Guest favourite
A stone patio is illuminated by string lights, featuring a fire pit surrounded by three adirondack chairs in red, blue, and white. Lush greenery is visible in the background, creating a serene outdoor gathering space.
Apartment in Ludlow
4.96 out of 5 average rating, 127 reviews

Peaceful Ludlow base for exploring Okemo valley

Newly renovated, clean 1 BR apt. in historic house 2 blocks to town, 5 minute drive to Okemo, Buttermilk Falls, and 2 minute walk to the Ludlow Farmers Market. Enjoy complimentary coffee and local maple syrup while overlooking the town of Ludlow. Make yourself at home with a full kitchen/bath, wall-mounted flat screen TV, king bed, and comfortable futon. Free EV charging available. Kayaking, hiking, and golfing close by. We are dedicated to ensuring a top-notch experience!

Guest favourite
The modern timber frame cabin features a covered porch with wooden beams, providing a welcoming entry. Large windows offer views of the surrounding forest, while a landscaped path leads to the entrance, framed by lush greenery and natural stone steps.
Cabin in Ludlow
4.95 out of 5 average rating, 109 reviews

Modern Okemo Smart Cabin - As Seen On DIY Channel

This is a brand new modern timber frame smart cabin in Ludlow (~5 min from Okemo). The house was recently featured on DIY / Discovery’s acclaimed TV show, Building Off The Grid. Warm up after a day of skiing or riding with heated floors and a walk-in shower. Charge up your electric vehicle in the private garage. Directly access the VAST snowmobile trail from the backyard or sit back on the porch and soak up the views. Message host about renting for next winter season!

Top Guest favourite
A cozy living room features warm wooden paneling and a plush sofa facing a mounted flat-screen television. A circular coffee table sits in the center, complemented by a floor lamp and a side chair. A fireplace adds a comforting touch, creating a welcoming space.
Condo in Ludlow
4.95 out of 5 average rating, 192 reviews

Lovely 1-Bedroom condo with indoor fireplace!

This cozy condo is exactly what a close group of 4-5 people need for a wonderful ski experience. Located centrally in the beautiful town of Ludlow this location is close to everything you could want. It sits on the bus route for Okemo Mountain, and is walkable to groceries, restaurants and bars. "Eight Oh Brew" tap house is located on the base floor of the building. This location has free onsite parking, free firewood and coin laundry machines.

Superhost
A modern cabin features a contrasting black exterior and wooden accents, nestled among lush trees. A wide deck with railing leads to the entrance, offering a welcoming space to enjoy the surrounding nature. Large windows provide ample natural light and views of the forest.
Tiny home in Athens
4.86 out of 5 average rating, 185 reviews

LUXE Forest Retreat

Here you will experience a full sensory immersion in nature while simultaneously enjoying all the comforts of a custom built luxury home. The SY House derives its name from the Japanese expression Shinrin-yoku, which directly translates to "forest bathing... A practice of therapeutic relaxation where one spends time in a forest or natural atmosphere, focusing on sensory engagement to connect with nature." The essence of this house is nature.

Guest favourite
Shipping container in Ludlow
5.0 out of 5 average rating, 9 reviews

Luxury Container Home with Sauna & Heated Pool

Escape to a luxury modern container retreat minutes from Okemo Mountain. Set on 3 private acres with mountain views, this unique getaway features a sauna, heated plunge pool and thoughtfully designed modern interiors. Perfect for skiing, hiking, fall foliage, or relaxing in nature, the home blends comfort, style, and privacy while still being close to restaurants, lakes, golf, and everything Ludlow has to offer year-round.

Guest favourite
A view of the snow-covered path leading to the ski slopes is framed by the C Building’s balconies. Sunlight casts long shadows across the pristine snow, highlighting the tranquil winter scene. The surrounding area is clear and inviting, with ski signage visible in the distance.
Condo in Ludlow
4.93 out of 5 average rating, 175 reviews

Okemo Ski-in/Ski-out, Steps to lift Condo

Just steps of walk to the amazing Okemo slopes, C Building is the closest property to the A-Quad/B-Quad lift and this building offers convenient parking right downstairs and free wi-fi (dedicated Xfinity modem, no issue video conference). You’ll love this cozy place with hardwood floor and private balcony and sunshine after skiing. Great sun exposure. Please note there is no AC at this condo complex summer time

Popular amenities for Ludlow holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Ludlow's top sights

Okemo Mountain Resort

530 locals recommend

Camp Plymouth State Park

102 locals recommend

Lake Rescue

22 locals recommend

Fox Run Golf Club

78 locals recommend

Okemo State Forest

17 locals recommend

Lake Ninevah

10 locals recommend

Other great holiday rentals in Ludlow

Guest favourite
A cozy living area features a comfortable sofa and armchair facing a modern electric fireplace. Natural light floods in from large windows, with a dining table nearby. Textured wall details and neutral tones create a warm ambiance throughout the space.
Condo in Ludlow
4.92 out of 5 average rating, 90 reviews

Okemo Mountain Lodge A108 Beautiful Ski In/Ski Out

Top Guest favourite
Home in Ludlow
5.0 out of 5 average rating, 14 reviews

Ludlow Retreat-Hot Tub, Sauna & Game Room

Top Guest favourite
A cozy living room features wood-paneled walls that create a warm ambiance. A comfortable sofa, accompanied by two armchairs, faces a wall-mounted TV. Natural light pours in through two windows, and a lamp beside the sofa offers additional lighting. The entrance door is visible on the right.
Cabin in Ludlow
4.96 out of 5 average rating, 75 reviews

Cozy Ski Cabin | 5 minutes to Okemo

Top Guest favourite
A warm, wooden exterior of a cabin-style home is highlighted, featuring a front porch with seating and a sloped roof. Surrounding trees reflect the changing colors of autumn, contributing to a serene outdoor setting.
Home in Mount Holly
4.98 out of 5 average rating, 59 reviews

Cozy 2 bedroom house, close to Okemo & Killington

Top Guest favourite
Home in Ludlow
5.0 out of 5 average rating, 9 reviews

Cozy Cottage Lakefront

Top Guest favourite
A serene sleeping area features a spacious bed with plush bedding, complemented by side tables on either side. A warm lamp casts a gentle glow, illuminating an artistic wall hanging that adds character to the room. Soft textures enhance the inviting ambiance.
Condo in Ludlow
4.96 out of 5 average rating, 53 reviews

The Otto: A Warm and Cozy Ski In + Ski Out Lodge

Top Guest favourite
The newly remodeled condo is situated in a historic Wool Mill building, characterized by a red brick facade. The building features a distinctive clock tower and multiple levels, with balconies visible on the second floor. Snow-covered ground enhances the winter scene.
Condo in Ludlow
4.98 out of 5 average rating, 48 reviews

Cozy at the Mill

Top Guest favourite
A blue exterior of a house is complemented by a wooden deck featuring two light-colored adirondack chairs. An American flag is displayed, while lush greenery and flowering plants create a natural border. A gravel path leads toward the home, with hills visible in the distance.
Home in Ludlow
4.99 out of 5 average rating, 77 reviews

Breathtaking Mountain View & Walk To Town

Frequently Asked Questions

  • What are the best places to stay in Ludlow?

    Ludlow has vacation rentals near Okemo Mountain, historic homes in the village, and cozy cabins nestled in the woods. Many accommodations provide easy access to outdoor activities and local dining.

  • What are the best things to do in Ludlow with kids?

    Kids often enjoy the adventure zones and skiing at Okemo Mountain Resort, or exploring playgrounds and easy walking trails nearby. Warmer months bring opportunities for picnicking and water activities around the area.

  • What are some of the best things to do in Ludlow?

    Explore Okemo Mountain's activities, visit local art galleries, and sample Vermont maple products. In winter, skiing and snowboarding are popular, while summer invites hiking and lake adventures.

  • How is the weather in Ludlow?

    Ludlow has cold, snowy winters with temperatures ranging from 13–32°F (-11–0°C), and mild to warm summers between 57–81°F (14–27°C). Spring and fall bring variable weather and colorful scenery, so layering is usually suggested.

  • When is the best time to visit Ludlow?

    Winter is often recommended for snow sports, while late spring through early fall attracts visitors with moderate temperatures and colorful foliage. Summer has local festivals and outdoor recreation at lakes and trails.

  • What are the best places to visit in Ludlow?

    Ludlow has the Okemo Mountain Resort, known for year-round activities, and the Ludlow Village Historic District with classic New England architecture. Visitors also explore craft shops, breweries, and nearby lakes and parks.

  • What are some hiking trails in Ludlow?

    Ludlow has scenic trails winding through forests and up gentle slopes, with some accessing views of the surrounding Green Mountains. The Okemo Mountain area is frequently suggested for hiking routes, providing options for beginners and experienced hikers alike.

  • What are some family activities we can do in Ludlow?

    Families enjoy all-ages skiing and snowboarding at Okemo Mountain Resort, hiking local trails, and visiting lakes for swimming or kayaking in warmer months. The village also has ice cream shops and playgrounds.

  • What are some of the best day trip ideas from Ludlow?

    Guests often visit nearby state parks for hiking and swimming, explore charming mountain towns known for arts and local shops, or tour historic villages. The region is also famous for scenic drives, particularly during fall foliage season.

  • Are there any pet friendly accommodations available in Ludlow?

    Many vacation rentals and lodges in Ludlow welcome pets. Trails and parks around Okemo Mountain and the village provide outdoor spaces to explore with companion animals.

  • What are some local tips for visiting Ludlow?

    Layered clothing is useful, as temperatures can shift quickly. Many visitors take advantage of the local food scene and outdoor markets, and booking accommodations early is often suggested during peak seasons.

  • What is Ludlow known for?

    Ludlow is known for the Okemo Mountain Resort, seasonal outdoor activities, and its historic village charm. The area has a tradition of welcoming visitors year-round for skiing, hiking, and exploring local culture.

  • What are the best hidden gems to explore in Ludlow?

    Travelers often seek out small art galleries, local farm stands with maple products, and secluded forest trails near the village. Quiet lakes and lesser-known park areas around Ludlow are frequented by those looking for peaceful surroundings.

  • What are the best foods to try in Ludlow?

    Travelers often enjoy seasonal Vermont produce, freshly baked goods, and regional specialties like maple syrup and sharp cheddar cheese. Local eateries may have farm-to-table dishes and classic comfort foods inspired by New England traditions.

  • What should I bring for a trip to Ludlow?

    It is helpful to pack layered clothing, waterproof outerwear, and comfortable shoes for exploring trails. In winter, warm gear and snow boots are often needed, while summer visitors may want swimwear for lakes and sunscreen for outdoor activities.

  • What is the nightlife in Ludlow like?

    Nightlife in Ludlow leans toward neighborly pubs, cozy taverns, and relaxed venues with live music, especially during ski season. Many spots serve Vermont craft beer and comfort food in welcoming settings.

  • What are the most popular events or festivals in Ludlow?

    Ludlow celebrates winter with ski season festivities at Okemo Mountain Resort and often hosts local fairs, summer farmers' markets, and autumn harvest events. Seasonal arts and music gatherings around the village are also frequently suggested.

  • Are there family friendly vacation rentals in Ludlow?

    Ludlow has many family-friendly vacation rentals, including cozy cabins and larger homes near Okemo Mountain or in the village. These stays often feature kitchens, living areas, and access to outdoor space for group activities.

Destinations to explore