Holiday houses in Rockingham

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Quick stats about holiday rentals in Rockingham

  • Total holiday rentals

    Explore 50 holiday rentals in Rockingham

  • Nightly prices starting at

    Rockingham holiday rentals start at $87 AUD per night before taxes and fees

  • Verified guest reviews

    Over 4,120 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Rockingham holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Rockingham rentals

  • 4.9 Average rating

    Rockingham stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated holiday rentals in Rockingham

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

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Top Guest favourite
A cozy tiny cabin, constructed with wooden beams and a sloped roof, is situated among tall trees. The porch features a railing, inviting seating, and a lantern. Sunlight filters through the foliage, casting a soft glow on the forest floor covered in pine needles.
Treehouse in Brookline
4.98 out of 5 average rating, 261 reviews

Glamping Cabin with Hot Tub on Flower Farm

<b>Vermont's Most Wish Listed</b> ﹏﹏﹏ Nestled in a wooded grove on Tanglebloom Flower Farm, this unforgettable glamping-inspired farm stay invites you to escape the everyday & immerse yourself in nature - comfortably. Designed with a clear roof looking up to the trees and screened sides to let in the breeze, the handmade tiny cabin invites you to slow down. Explore southern Vermont's hikes, farmer's markets & swimming holes or stay put. Perfect for a romantic couples retreat or solo getaway.

Top Guest favourite
Apartment in Town of Rockingham
5 out of 5 average rating, 30 reviews

Historic Luxury Loft

Luxury loft in our renovated historic building in beautiful Bellows Falls, Vermont, a gilded age mill and mansion town in its renaissance. Room for up to 6 people, with a full kitchen and 2.5 great bathrooms. Just steps from the Amtrak station, minutes off I-91, and a half hour from prime skiing and foliage destinations. Enjoy the bustle of the downtown Square and explore its antique shops, art galleries, unique restaurants, Grist Mill Museum, Opera House, and parks along the Connecticut River.

Guest favourite
The charming treehouse is perched on stilts among lush greenery, with warm lights outlining the spacious deck. Large windows provide a view of the surrounding landscape, and a welcoming entrance is visible. The natural setting enhances the cabin's rustic appeal.
Treehouse in Londonderry
4.88 out of 5 average rating, 160 reviews

Riverbed Treehouse @hot tub & a new sauna & views!

The beautiful & brand new Riverbed Treehouse with private sauna and a stunning new hot tub! Views all day long and wildly awesome sunsets!! Stratton mountain is right at your toes with a babbling brook turned raging river in the Spring! Beautiful woods & trails to explore. Stunning ridge line off the ski trails of Magic Mnt!! Close to town for quick shopping & coffee shops! Xcountry ski or snowshoe or walk our groomed trails!! FAST WiFi, nature lovers & a birdwatchers paradise!! @bentapplefarm

Top Guest favourite
Tiny home in Chester
4.99 out of 5 average rating, 117 reviews

Tiny A-Frame Rest House in Woods near Mountains

Newly built A-Frame getaway cabin built in the middle of the woods of Vermont. Unplug from it all at this special space surrounded by nature. Enjoy doing yoga and relaxing on the deck, remote working with fiber optic wifi, utilizing the fire pit to roast smores, or taking a walk around the walking paths on the property! There are also nearby hikes, swimming spots, skiing destinations, and drinking/eating spots! We are 35-40 minutes from Stratton, Mount Snow, Bromley, Okemo, and Magic Mountain!

Guest favourite
A cozy bedroom features warm yellow walls and a wrought iron bed dressed in a green and burgundy quilt. Two lamps provide soft lighting, while a large window adorned with sheer curtains allows natural light to enter. Fresh towels are neatly placed at the foot of the bed.
Place to stay in Town of Rockingham
4.92 out of 5 average rating, 87 reviews

Romantically Cheerful Country Cottage apt.

Welcome to historic Bellows Falls. This private, romantic escape apartment, a walkout with views, is the ideal spot to relax, go antiquing, or to launch your amazing ski adventure. Walkable location to town or to a lovely wooded hike. A lower level living space, with a fully apportioned kitchen with toaster and microwave, & an electric fireplace keeps it cozy. We’ll provide basic breakfast essentials, eggs (if the chickens are laying), butter, breads, milk, fruit, and so on. Pro Palestine!

Guest favourite
A billiards room features a red pool table with cues and balls arranged on it. Large windows allow natural light to fill the space. Bar stools are positioned at a small pub table, and warm-colored curtains frame the windows.
Apartment in Town of Rockingham
4.94 out of 5 average rating, 277 reviews

Village Flat with Antique Billiards

Charming and spacious first floor, 3 Bedroom, 1 Full Bath apartment. Sleeps 5 (1 King, 1 Queen and 1 twin). It is nestled in the center of the Bellows Falls village, a short 5-minute walk to downtown, where you will find great little shops and eateries. We are centrally located in Southern Vermont ~ 40 min from several ski areas (Okemo, Magic, Bromley, Stratton, etc.) about one hour from Killington Resort, Mount Snow, and Mount Sunapee (NH), and ~ 20 mins from Brattleboro, VT, or Keene, NH.

Top Guest favourite
The tiny house exterior features a charming porch with colorful railings and vibrant green doors. Tall trees surround the cottage, and a light dusting of snow covers the ground, adding to the serene atmosphere of the setting.
Tiny home in Jamaica
4.94 out of 5 average rating, 1,360 reviews

Apple Blossom Cottage: A Tiny House

The ABC is located just 15 minutes from the Stratton Mountain Gondola and just 2 miles from the popular Jamaica State Park. Comfortable for up to 5 people. The private tiny house includes fresh linens, dedicated Wi-Fi, a kitchenette, hot shower, flushing toilet, fire pit and porch. The calendar is accurate. Stratton Mountain Resort 10 miles Grace Cottage Hospital 7 miles Magic Mtn 15 miles Bromley 18 miles Mount Snow 15 miles Brattleboro 24 miles Okemo 30 miles Killington 47 miles

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!

Guest favourite
Home in Town of Rockingham
4.87 out of 5 average rating, 82 reviews

Beautiful Victorian Home

The house is large and comfortable. Old fashioned elegance with unusual details and charm. Walkable Bellows Falls village offers charming cafes (not open all day every day--this is Vermont), restaurants, a bookstore,art supply store, a brewery and an artisan shop. Southeastern Vermont is an ideal location for exploring Vermont and nearby New Hampshire. NH is right across the beautiful Connecticut River, one can see NH from Bellows Falls.

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, 181 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.

Top Guest favourite
The exterior of an 1840s stone house is displayed, featuring a warm red door and large windows under a sloping roof. A well-maintained garden surrounds the entrance, and a tall tree provides shade. A gravel path leads to the house, with a visible stone wall along the yard.
Cottage in Chester
4.91 out of 5 average rating, 120 reviews

Quaint stone house!

⭐️ 2022 Rockingham Old House Award ⭐️ Take it easy at this unique and tranquil getaway. The Cairn of Vermont is an 1840s stone house located in the sleepy remnants of Bartonsville Village, now part of Chester, VT. 20 minutes to skiing and hiking, biking and the great outdoors are all around you! Less than 5 minutes to Vermont Country Store and make your way home through the Bartonsville Covered Bridge!

Top Guest favourite
A view from a deck presents a lush green yard, framed by trees and rolling hills in the background. The expansive grass lawn gently slopes downward, and a solitary tree stands prominently on the left, set against an overcast sky.
Barn in Town of Rockingham
5 out of 5 average rating, 40 reviews

Quiet Country Retreat

New construction. Private space in a tranquil rural setting. Large kitchen, living area and outdoor deck space. Easy access from Interstate 91 in beautiful southern Vermont. Perfect for a solo or couples getaway. Nearby attractions: The Vermont Country Store (2 miles) Rockingham Meeting House (1 mile) Downtown Bellows Falls (6 miles) Main Street Chester (9 miles) Okemo Mountain (22 miles)

Popular amenities for Rockingham holiday rentals

When is the best time to visit Rockingham?

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Frequently Asked Questions

  • What are the best places to stay in Town of Rockingham?

    Stays in the village center, near the river, or on family farms are frequently suggested for a local experience. Each area has its own style, from historic homes to countryside retreats.

  • What are the best things to do in Town of Rockingham with kids?

    Families enjoy river walks, playgrounds, and visits to interactive local museums. Seasonal events, nature trails, and community fairs create opportunities for hands-on learning and play.

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

    Explore historic architecture around the village, browse local shops, and visit scenic parks. The area has art galleries, river walks, and farm tours that highlight local culture and nature.

  • How is the weather in Town of Rockingham?

    Town of Rockingham sees cold winters near 21–37°F (-6–3°C) and warm summers about 57–81°F (14–27°C), with rain throughout the year. Spring and fall bring milder temperatures and colorful scenery.

  • When is the best time to visit Town of Rockingham?

    Late spring through early autumn is often recommended for comfortable temperatures, vibrant greenery, and outdoor festivals. Autumn brings colorful foliage, while winter has a quieter rural atmosphere.

  • What are the best places to visit in Town of Rockingham?

    Frequently suggested spots include historic village streets, public parks, and art galleries. Visitors often explore riverfront areas and local markets for a mix of heritage and community charm.

  • What are some hiking trails in Town of Rockingham?

    Explore wooded paths in local parks, riverbank trails, and forested areas around the village. Some routes highlight native plants, seasonal blooms, and scenic overlooks of surrounding hills.

  • What are some family activities we can do in Town of Rockingham?

    Enjoy hikes in nearby parks, explore hands-on museums, and participate in local craft workshops. Community fairs and riverfront picnics are popular for shared family experiences.

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

    Explore neighboring villages with traditional markets, visit regional art museums, or spend time at nearby nature preserves. Outdoor activities like hiking and farm tours are frequently suggested for day trips.

  • Are there any pet friendly accommodations available in Town of Rockingham?

    Many vacation rentals and stays in Town of Rockingham welcome pets, especially in the village center and surrounding rural areas. Local parks and walking paths make it easy to explore the outdoors with your companion.

  • What are some local tips for visiting Town of Rockingham?

    Locals often suggest packing layers for changing weather, checking out community bulletin boards for events, and visiting farmers markets for fresh regional specialties. Early mornings are quieter for exploring village streets and nature trails.

  • What is Town of Rockingham known for?

    Town of Rockingham is known for its historic village center, locally rooted arts, and scenic river landscapes. The area has a strong tradition of community events and farm-to-table food culture.

  • What are the best hidden gems to explore in Town of Rockingham?

    Seek out lesser-known walking trails, local artisan workshops, and historic cemeteries around the village. Small antique shops and riverfront spots offer distinct local character away from busy streets.

  • What are the best foods to try in Town of Rockingham?

    Town of Rockingham has locally inspired dishes such as Vermont cheddar, maple syrup specialties, and hearty farm-to-table cuisine. Bakeries and cafes often serve homemade pies, breads, and seasonal produce.

  • What should I bring for a trip to Town of Rockingham?

    Pack comfortable walking shoes, layered clothing for temperature shifts, and a waterproof jacket for year-round outings. Locals also suggest bringing a camera for scenic landscapes and village sights.

  • What is the nightlife in Town of Rockingham like?

    Town of Rockingham has a relaxed evening scene with cozy taverns, community events, and occasional live music in local venues. Many visitors enjoy friendly atmospheres in neighborhood pubs and arts spaces.

  • What are the most popular events or festivals in Town of Rockingham?

    Town of Rockingham has street fairs, arts festivals, and seasonal celebrations like summer food events and autumn harvest gatherings. Community parades and live music are often featured during holidays.

  • Are there family friendly vacation rentals in Town of Rockingham?

    Town of Rockingham has a range of family-friendly vacation rentals including historic village homes and countryside stays. Many are equipped with spacious yards and amenities for children.

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