Holiday rentals in Rutland

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Top-rated holiday rentals in Rutland

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Top guest favourite
A charming cottage is set against a backdrop of lush trees, with a deck extending from the front. The warm, orange sky creates a serene atmosphere, casting soft light on the exterior of the house and surrounding landscape.
Guest house in Hartland
4.97 out of 5 average rating, 206 reviews

Cozy - Killington 40 min. Woodstock-Hanover-Piano!

Luxurious, well appointed cottage - Beautiful sunrise view located between Woodstock VT and Hanover NH. Inspiring treat for musician’s getaway is a fully restored 1929 Steinway Full kitchen, custom cabinets, gas fireplace, energy efficient heat pump, washer, dryer. VERY comfortable queen bed. Romantic getaway in the woods, relax, work in peace, explore the beauty and history of the area. Hiking, biking, fishing, hot air balloon rides and shopping are all close by. Long (90 day) or weekend rental

Superhost
An A-frame cabin showcases a wooden exterior with large glass windows, allowing natural light indoors. The deck features four Adirondack chairs arranged around a circular fire pit. Surrounding greenery and autumnal trees enhance the serene outdoor setting.
Cabin in Danbury
4.95 out of 5 average rating, 141 reviews

Cozy A Frame Cabin

Discover Your Dream Getaway at Our Enchanting A-Frame Cabin in Danbury, NH! Hike lush forest trails, paddle across sparkling lakes, or hit the nearby slopes for seasonal adventure. After a day outdoors, kick back on the spacious deck, fire up the grill, and dine under the stars. Whether you're planning a romantic escape or a fun-filled family getaway, this hidden gem offers the perfect blend of comfort, charm, and natural beauty. Escape the ordinary—book your unforgettable Danbury retreat today!

Guest favourite
The inviting living room features a modern wood-burning stove against a backdrop of light wooden walls. A comfortable dark sofa is arranged around a round wooden coffee table, complemented by a decorative plant. Natural light filters through the windows, enhancing the cozy atmosphere.
Cabin in Londonderry
4.95 out of 5 average rating, 251 reviews

Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba

Summit view cottage boasts 3 acres in the beautiful green mountains, we are 1,700 feet up in elevation . At this brand newly built PET FRIENDLY cabin you will have 3 bedrooms and 2 full bathrooms, which will sleep 7 comfortably. We have a brand new 6 person HOT TUB! You will find yourself within 15 minutes to the world famous Stratton mtn, 15 minutes from Bromley mtn and a close 4 minutes to the local Magic mtn.Very close proximity to the town of Manchester, which has great shops and restaurants

Guest favourite
A bright kitchen area is complemented by a vibrant yellow wall. Wooden cabinetry holds kitchen essentials above a small countertop. Two bar stools are positioned at a wooden table. Natural light enters through large windows, illuminating the cozy studio space with an inviting atmosphere.
Flat in Hartland
4.85 out of 5 average rating, 131 reviews

Private Riverside Studio* Upper Valley*Vermont

This unique place has a style all its own. Perfect for a traveling nurse or anyone who needs a relaxing getaway or a remote place to work. This studio apartment has river and garden views and is conveniently located in the New England Village of North Hartland. A 15-20 minute drive to Dartmouth College or DHMC. Take country walks across the twin covered bridges right from your doorstep. Relax on the front porch and watch the bald eagles and peregrine falcons search for prey along the river.

Top guest favourite
A charming log cabin is nestled among lush greenery, featuring a classic A-frame roof and front porch adorned with decorative lights. Potted plants enhance the entrance, contributing to the warm and inviting exterior. The tranquil setting is surrounded by trees, creating a peaceful atmosphere.
Guest house in Norwich
4.93 out of 5 average rating, 226 reviews

Vermont Log Guest Home-Close to Dartmouth

Beautiful log guest home in Norwich, VT available for Dartmouth events or other local happenings features 1 bedroom (queen), loft (queen & futon) on second floor & 1 bathroom on first floor. Can sleep 6. Completely detached from main home. Located minutes from town in a private wooded property. Cozy up to the indoor fireplace or explore the local area. Many trails close by. Excellent location only 10 minutes to Dartmouth or 5 minutes to King Arthur Flour. Close to Quechee and Woodstock.

Top guest favourite
A modern kitchen is showcased with sleek cabinetry and a vibrant red stove. Natural light flows through large sliding glass doors, illuminating a dining area with a contemporary light fixture and a glass-top table surrounded by four chairs, enhancing the open layout.
Home in Sharon
4.99 out of 5 average rating, 121 reviews

The Willow House: a Modern Vermont Retreat

Just 7 miles (12 minutes ) to the Dartmouth Campus, this newly re-built little house sits beside its own pond on the edge of a sheep pasture. All the comforts of a modern home in 600sqft. Enjoy access to hiking trails and State Forest lands as well as an easy drive to world-class skiing an hour away and all that the Dartmouth College community offers just minutes away. This is the best of pastoral Vermont, with outside living-dining space ( south facing deck and north facing screen porch).

Top guest favourite
The kitchen area features a large island with seating and modern appliances. Natural wood paneling complements the high cathedral ceiling. Glass doors open to a scenic view of the surrounding hills, providing ample natural light and a connection to the outdoors.
Barn in Woodstock
4.99 out of 5 average rating, 305 reviews

THE LOFT, stunning views from a timber framed barn

Welcome to "The Loft". A lofted space on the top floor of a timber framed barn. The owners are designer/builders who have combined the elements of old world craftsmanship with high tech efficiency to create a living space that is bright, airy and yet cozy. Powered by solar, this attached carriage barn is located on a quiet back road 3.5 miles from Woodstock Village and 3 miles from GMHA. The Loft has its own private entrance, parking and a sunset balcony. For more go to @theloft.vt

Guest favourite
A modern cabin is set amidst a snowy landscape, with trees surrounding it. The cabin features a large window, revealing a warm glow from within. A picnic table is positioned nearby, partially covered with snow, providing a serene outdoor space.
Tiny home in Hartland
4.94 out of 5 average rating, 320 reviews

Private Modern Cabin w/View of Fields, Hills

Enjoy a modern private cabin in the heart of Vermont's pastoral Upper Valley Region. Combining "Glamping" with the comforts of a permanent structure, the "HakuBox" (Haku means "to exhale") was designed to sit lightly on the land and offer a simple, restorative experience. Note: no shower, but swimming holes nearby! Queen bed, fire pit w/grill, free firewood, Adirondack chairs, picnic table, free coffee & tea, dog-friendly with cable trolley, food & water bowls. $39 pet fee applies.

Top guest favourite
The private guest house is surrounded by lush greenery, featuring a covered porch with a chimney and hanging planters. A well-maintained lawn leads to the house, while a backdrop of rolling hills enhances the tranquil setting.
Cottage in Windsor
4.97 out of 5 average rating, 446 reviews

Ogden's Mill Farm

Private guest house situated on over 250 acres, with fully equipped gourmet kitchen and great views of quiet fields and valley. Pond with diving board for swimming in the summer. Giant sledding hill is a favorite of children and adults alike. Trails on property for hiking, xc- skiing, and snowshoeing. 15 mins to Woodstock VT. 45 mins to Killington,Pico and Okemo. Great restaurants and shopping nearby. Hanover and Norwich VT 20 mins. Please note not handicapped accesible.

Top guest favourite
A charming cabin constructed from natural materials is nestled among lush trees in a forested area. Sunlight filters through the leaves, casting dappled shadows on the ground. The cabin features large windows that invite the surrounding greenery inside.
Tiny home in Hartland
4.97 out of 5 average rating, 229 reviews

Cabin on the Hill

Enjoy a stay in the hills of Vermont - glamping at its finest! A 5-10 minute hike UPhill to a secluded getaway in the heart of Vermont. Amenities include a quaint outhouse, a unique outdoor shower, a 2 burner outdoor gas stovetop and a fire pit to roast marshmallows. The 12x14 screened in cabin with ladder accessed loft sleeps 2 comfortably. Don't worry about bringing pots and pans - cabin is equipped with dishes and a water supply. Adjustable LED lights to light up the night.

Top guest favourite
A cozy cabin is nestled among the trees, showcasing a rustic wooden exterior with large windows. It overlooks a gentle slope covered in green grass and wild plants, with sunlight filtering through the canopy above, creating a serene and inviting atmosphere.
Guest house in Woodstock
4.98 out of 5 average rating, 294 reviews

Cozy Little Spot (Self Check-in)

Contactless check-in. Cozy guest house, cabin-studio-getaway; enjoy the sounds of a stream outside the window (next to the bed). Views of a larger brook below. The"Cabin"is nestled in the trees giving a feeling of floating above the brook below. The interior is decorated w/family heirlooms gathered from around the country. Nothing fancy, just a cozy simple getaway. 3.25 mi from town. Choose from a variety of activities in town or hop on nearby trails. NO PETS ALLOWED.

Top guest favourite
Guest house in Hartland
4.95 out of 5 average rating, 1,048 reviews

Yurt In The Woods - Come to the Yurt.

The Yurt In The Woods is 30 ft in diameter - 700 spacious sq. ft. It's surrounded by trees and has a yard. 2 night stays required for Weekends. The month of October I require a two night stay. There is a "one" night stay fee of $50 Allowed 2 dogs with the agreement to my animal policy & $50 fee WiFi 1,000 megabits per second a fiber network AC, Outdoor Gas Grill , Outdoor Fire Circle, and Outdoor Shower available June - October

Popular amenities for Rutland holiday rentals

When is the best time to visit Rutland?

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Avg. price€189€210€185€158€176€193€214€214€227€241€182€217
Avg. temp-5°C-4°C1°C7°C14°C19°C22°C21°C16°C10°C4°C-2°C

Frequently Asked Questions

  • What are the best places to stay in Hartland?

    Hartland has vacation rentals in rural settings, some with mountain or forest views, and historic farmhouses often attract visitors seeking a tranquil getaway. Staying near the village center can provide easier access to local shops and cultural sites.

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

    Families can explore local parks, visit nearby farms for seasonal activities, or enjoy nature trails suited for children. Community centers may host public events, and picking fruit or participating in outdoor games is often suggested by visitors.

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

    Explore woodland hiking trails, attend community arts events, or visit farms where you can learn about local agriculture. Many travelers enjoy walking along the riverbanks or browsing the offerings at year-round markets.

  • How is the weather in Hartland?

    Hartland has cold, snowy winters, generally between 13–37°F (-11–3°C), and warm, pleasant summers near 59–83°F (15–28°C). Spring and fall feature colorful foliage and mild temperatures, with rainfall sprinkled throughout the year.

  • What are the best places to visit in Hartland?

    Hartland has historic buildings including the Hartland Public Library, traditional covered bridges, and locally run galleries. Outdoor spaces and trails around the village are frequently suggested for visitors who enjoy nature.

  • What are some hiking trails in Hartland?

    Hartland has gentle woodland paths and more moderate hikes through scenic forests or along rivers. The surrounding area features trail networks that are frequently suggested for both relaxed walks and more adventurous treks.

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

    Families can visit u-pick farms, enjoy picnics in public parks, or join guided wildlife walks. Attending craft fairs or local workshops is often recommended for interactive experiences with kids.

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

    Popular nearby destinations include historic villages known for artisan shops, outdoor recreation areas, and museums focused on the region’s arts or agricultural history. Exploring nature preserves or seasonal farmers markets can also create memorable day trips.

  • Are there any pet friendly accommodations available in Hartland?

    Many vacation rentals in Hartland welcome pets, especially those located on larger properties or near trails. Check individual listing descriptions to ensure amenities meet your needs when traveling with animals.

  • What are some local tips for visiting Hartland?

    Layer your clothing for changing weather, especially in spring and fall. Chat with local artisans at weekend markets for regional insights, and consider bringing cash for smaller vendors in town.

  • What is Hartland known for?

    Hartland is known for its rural landscapes, historic covered bridges, and a tradition of small-scale farming. Seasonal community events and outdoor recreation are frequently associated with the area.

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

    Visitors often discover quiet footpaths, tucked-away art studios, or small family-run farms open to guests. Some enjoy historic cemeteries or little-known picnic spots along forested routes.

  • What are the best foods to try in Hartland?

    Hartland has dishes featuring Vermont cheddar, locally raised meats, and fresh produce from surrounding farms. Maple syrup is frequently suggested, especially enjoyed on pancakes or baked goods.

  • What should I bring for a trip to Hartland?

    Pack layers to prepare for changing temperatures and rain gear for occasional showers, especially if exploring outdoors. Sturdy footwear is helpful for hiking, and reusable water bottles are encouraged for environmental reasons.

  • What is the nightlife in Hartland like?

    Nightlife in Hartland is relaxed, with local taverns and occasional live music events in community spaces. Evenings are often spent enjoying conversation, regional beverages, or small gatherings at local venues.

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

    Hartland hosts frequently suggested summertime fairs, seasonal farmers markets, and winter holiday gatherings. Community concerts and craft shows often take place during holiday weekends and peak foliage season.

  • Are there family friendly vacation rentals in Hartland?

    Hartland has a range of family friendly vacation rentals, including homes with spacious yards and amenities like full kitchens. Many listings highlight board games, outdoor play equipment, or proximity to parks suitable for children.

  • When is the best time to visit Hartland?

    Late spring through early fall is often recommended for mild temperatures and outdoor activities, while autumn draws visitors for vibrant foliage. Winter months are popular with those seeking snow and a quieter atmosphere.

Quick stats about holiday rentals in Rutland

  • Total holiday rentals

    Explore 100 holiday rentals in Rutland

  • Nightly prices starting at

    Rutland holiday rentals start at €43 per night before taxes and fees

  • Verified guest reviews

    Over 9,270 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    100 of Rutland holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Rutland rentals

  • 4.9 Average rating

    Rutland stays are highly rated by guests – averaging 4.9 out of 5!

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