Vacation rentals in Rutland

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Top-rated vacation rentals in Rutland

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Top guest favorite
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.
Guesthouse in Hartland
4.97 out of 5 average rating, 200 reviews

Cozy Getaway- Ski, Woodstock, Hanover

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
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.
Apartment in North Hartland
4.85 out of 5 average rating, 118 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.

Guest favorite
A charming farm-style lodging features a light green exterior with a metal roof. Lush flowering shrubs in vibrant purple bloom add color along the stone wall. The property is set back from the road, showcasing a welcoming front yard landscape.
Apartment in Seminary Hill
4.84 out of 5 average rating, 459 reviews

The Old Farmhouse

This is a farm house style lodging with the apartment as seen,on the second floor accessible with stairs. Bathroom with stand up shower. A furnished Kitchen. 2 Bedrooms with queen beds. There is Wifi ,TV, and a work table. Located in the heart of the Upper Valley. In town on the Main Street. We are 5 miles to Dartmouth College and Hospital. Close to retail,restaurants. We have been vaccinated , boosted, would like to remain contact-free when possible. We are available if you have questions.

Top guest favorite
Cottage in Hartland
4.95 out of 5 average rating, 148 reviews

Adorable Dog Friendly Cottage w/FIOS

Just 5 miles from Woodstock, this bright two-story cottage sits on a peaceful 20-acre oasis of woods, pasture, and hill views. Especially cozy in winter, it’s quiet, warm, and welcoming year-round. The cottage has two bedrooms (queen upstairs, full downstairs), one bath with shower, and an open kitchen/living/dining area. February stays include a warm Arrival Comfort setup and late checkout. Guests using only one bedroom receive a 10% discount, applied after checkout (not combinable).

Superhost
A modern cabin is situated among trees, surrounded by greenery. Two Adirondack chairs are positioned near a fire pit, which has gentle smoke rising. A picnic table rests nearby, providing a comfortable outdoor gathering space with views of the natural landscape.
Tiny home in Hartland
4.94 out of 5 average rating, 313 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 favorite
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, 433 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 favorite
A cozy studio space features a plush bed adorned with colorful pillows and a light blanket. A wooden bedside table holds a small plant, while a colorful rug covers the floor. Large windows allow natural light to fill the room, framed by sheer curtains.
Loft in White River Junction
4.94 out of 5 average rating, 269 reviews

Gorgeous, clean studio in brand new building.

Enjoy a well-lit, beautiful stay in the heart of White River Junction. Queen size bed and new construction (2021). Walking distance to restaurants, bars, art galleries, and all this historic town has to offer. Within a 3-min walk: Tuckerbox, Wolf Tree, Big Fatty’s, Northern Stage. 10 min: King Arthur Baking 10 min: Dartmouth College 15 min: Dartmouth Hitchcock Medical Center 25 min: VT Law School Perfect, cozy place for visiting parents, traveling nurses, professionals, etc.

Top guest favorite
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, 223 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 favorite
A well-appointed bedroom showcases a spacious bed dressed in white linens, complemented by decorative pillows. A wooden bench is situated at the foot of the bed. A large mirror and artful wall decor enhance the serene atmosphere, while natural light enters through a large window.
Home in West Windsor
4.98 out of 5 average rating, 168 reviews

Birdie's Nest Guesthouse

Welcome to our newly renovated studio apartment, nestled among the trees in the serene hills of West Windsor, Vermont. Elevated on the second floor, this separate structure offers a tranquil escape with breathtaking views of Mount Ascutney and our own private pond. Immerse yourself in the comforts of this thoughtfully designed studio apartment, surrounded by the natural beauty of the Vermont landscape. Every detail has been curated to ensure your utmost comfort and enjoyment.

Top guest favorite
A cozy room features a full-sized bed covered with a white blanket and accent pillows. A kitchenette with cabinetry, coffee maker, and compact fridge is visible. A framed landscape print adorns the wall, with natural light coming through windows beside the bed.
Guesthouse in Lebanon
4.94 out of 5 average rating, 148 reviews

Private guesthouse in Lebanon

This cozy one-room guesthouse is located on a quiet street off the green in downtown Lebanon, NH. It offers a private entrance with access to a lovely outdoor patio and gas grill. The room has high ceilings, a full-sized bed, a bathroom/shower, and a kitchenette with coffee maker, electric kettle, microwave, toaster, and compact fridge. A short walk away from restaurants and cafes and a 12-minute drive to Dartmouth College. Please note that there is no kitchen sink or stove.

Top guest favorite
The historic farmhouse features a white exterior with a gabled roof, surrounded by lush greenery. A large tree provides shade in the front yard, and flower gardens can be seen along the stone pathway leading to the porch, which has seating for relaxation.
Apartment in Taftsville
4.8 out of 5 average rating, 189 reviews

Quiet Vermont Farmhouse

Rent a quiet two-bedroom apartment in our 1850's farmhouse in historic Taftsville, Vermont. We are close to the fascinating history, arts, and shopping of Woodstock VT, and near several downhill and cross country ski and snowshoe centers, Marsh-Billings-Rockefeller National Historical Park, and lots of hiking trails, as well as within a short drive of Hanover NH and White River Junction VT. Come enjoy our warm hospitality, wander our gardens, and enjoy our shared patio.

Top guest favorite
The spacious interior of the yurt features a circular design with natural wood and fabric elements. Comfortable seating areas include a queen-sized futon and a wooden sofa. Large windows allow natural light to fill the space, while a wood stove provides warmth.
Guesthouse in Hartland
4.95 out of 5 average rating, 1,031 reviews

Yurt In The Woods - Private Refuge

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. October 6th and 12th are currently vacant if you want a fall foliage trip. 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 Outdoor Gas Grill , Outdoor Fire Circle, and Outdoor Shower available May - October

Popular amenities for Rutland vacation rentals

When is the best time to visit Rutland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$41,820 GYDG$46,838 GYDG$46,838 GYDG$38,265 GYDG$42,656 GYDG$46,838 GYDG$51,857 GYDG$51,857 GYDG$55,202 GYDG$48,929 GYDG$43,284 GYDG$48,093 GYD
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 vacation rentals in Rutland

  • Total vacation rentals

    Explore 110 vacation rentals in Rutland

  • Nightly prices starting at

    Rutland vacation rentals start at G$10,455 GYD per night before taxes and fees

  • Verified guest reviews

    Over 9,330 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    110 of Rutland vacation rentals include wi-fi 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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