Holiday houses in Rockingham

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Top-rated holiday rentals in Rockingham

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Superhost
A tiny home exterior is visible, featuring a charming brown wood facade with a blue door. Steps lead up to the entrance, surrounded by potted plants and a small seating area equipped with a fire pit. Lush greenery envelops the property.
Tiny home in Bellows Falls
4.79 out of 5 average rating, 112 reviews

Tiny Home w/ Parking - Pet Friendly & Fireplace!

Beautiful Bellows Falls Tiny Home named Sky’s the Limit! Anything is possible here. Please join us in the first ever unveiling of Airbnb for this quaint tiny home! It is near a plethora of shops and restaurants in the historic town of Bellows Falls. Explore for yourself, or bask in the heat of the fireplace inside the house and fire pit outside. For hikers and skiers, this home is a hidden gem. Okemo is just 37 minutes driving, and there are scenic running paths and hiking spots within town!

Top Guest favourite
A vibrant garden is displayed, featuring a variety of blooming flowers in shades of pink and white. Lush greenery surrounds the garden, with tall trees in the background. The scene is bathed in natural sunlight, creating a peaceful outdoor setting.
Guesthouse in Saxtons River
4.91 out of 5 average rating, 56 reviews

Peaceful Historic Cottage

Picturesque private two bedroom cottage attached to historic estate, located within the village of Saxtons River. Walking distance to the quaint downtown, Vermont Academy and an extensive network of hiking trails. Short drive to several Southern Vermont attractions including Okemo and the Vermont Country Store. The grounds boast 6 acres of sprawling gardens, an orchard and fire pit perfect for star gazing. Experience this special property which has been owned by the same family for 200 years.

Guest favourite
A rustic building with wooden siding is partially surrounded by a foggy landscape. An elevated deck with rocking chairs invites relaxation. The entrance features glass doors flanked by large windows, allowing natural light to illuminate the interior. Surrounding greenery creates a serene atmosphere.
Home in Putney
4.93 out of 5 average rating, 423 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.

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 Bellows Falls
4.91 out of 5 average rating, 79 reviews

Romantically Cheerful Country Cottage apt.

Welcome to historic Bellows Falls. This private, romantic escape apartment 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 fully apportioned large kitchen with toaster and microwave gives you control of your meals. An electric fireplace keeps the space cozy and beautiful. 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 Bellows Falls
4.95 out of 5 average rating, 261 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.

Superhost
The exterior of a wooden cabin is displayed amidst a snowy landscape. The structure features a sloped roof with skylights and a covered entrance that offers protection from the elements. A vehicle is parked nearby, and snow covers the ground and surrounding trees.
Cottage in Putney
4.81 out of 5 average rating, 287 reviews

The Cottage, a house built for guests.

In the village there is a wonderful farm to table restaurant, the Gleanery. A local pub, friendly, great food with indoor and outdoor dining & pub. The General Store, is the oldest continually run general store in Vt. The Next Stage, Yellow Barn, Sandglass Theater, these places provide an amazing collection of visual, musical, spoken word and world renowned art and artist to experience. These cultural event locations are but a mile away for the Cottage I hope you choose for your stay.

Top Guest favourite
A spacious kitchen and dining area features a wooden table surrounded by chairs, with a decorative table runner. Stainless steel appliances, including a refrigerator and microwave, create a modern look. Large windows allow natural light to fill the room, providing views of the outdoor scenery.
Home in Charlestown
4.98 out of 5 average rating, 102 reviews

Private & Cozy Farmhouse in New Hampshire

Escape to our relaxing farmhouse in a quiet corner of Charlestown, NH. Overlooking farm fields, old barns and the Connecticut River, this property is the perfect quiet getaway! The house is within walking distance of the river as well as downtown Charlestown. It is located between Claremont, NH and Keene, NH making it a great midway point to access both for shopping, area attractions and a number of ski resorts. Minutes from I-91. Come and make yourself at home in this private getaway!

Top Guest favourite
A cozy living area features a mixture of seating options, including a tufted sofa and a vintage-style sofa adorned with decorative cushions. Natural wood floors enhance the warmth of the space, while artwork on the walls and a circular coffee table complete the inviting atmosphere.
Barn in Chester
4.99 out of 5 average rating, 710 reviews

Inviting studio apartment above barn in Vermont

This custom build apartment is located just 10 minutes from I91. In the winter you are 30 minutes away from some of the best skiing around. Located on 85 private acres with great views this is the perfect winter get away. In the summer you can relax by the firepit, hike in the woods, work in the gardens (just kidding), collect breakfast from the chickens or visit some of the local breweries. I am as close or as far away as you would like me to be with my house right next door.

Top Guest favourite
The garden features raised vegetable beds surrounded by a wooden fence. In the background, the charming former church building with a pointed steeple is visible, framed by vibrant autumn foliage in shades of red and orange.
Guest suite in Brattleboro
4.95 out of 5 average rating, 609 reviews

Charming studio in renovated 19th century church.

This spacious studio apartment is located in the former Swedish Congregational Church in historic Swedeville, a secluded hilly neighborhood built by Swedish immigrants in the 1800's. For years it housed Rick and Liza’s stained glass studio, which they have now lovingly and creatively transformed into a residence. The rental is minutes from the interstate and one mile from downtown Brattleboro, but the neighborhood has a rural and somewhat European flavor to it.

Top Guest favourite
A modern home is situated on a sloped driveway surrounded by trees, with a green lawn and landscaped stone features. Solar panels are visible on the roof. Two vehicles are parked under a covered deck, which extends from the main structure.
Apartment in Brattleboro
4.96 out of 5 average rating, 196 reviews

Contemporary forest eco-retreat, mountain views

This is an open, light-filled one-Bdm apartment on the lower level of our hillside home, surrounded by forests, with stunning views. Your space is 719 sf + access to laundry. We are fully vaccinated, and ask the same of guests. If you think you may have Covid please tell us. We welcome all kinds of people, regardless of race, ethnicity, gender, etc. We may ask questions before accepting people who don’t have many prior reviews. We don't take pets, sorry.

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, 111 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 charming exterior view showcases a blue building with contrasting red windows and door. Snow covers the ground, reflecting the blue sky above, which is dotted with white clouds. A sense of tranquility is conveyed through the peaceful rural setting.
Barn in Town of Rockingham
5 out of 5 average rating, 28 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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Avg. price$199 NZD$214 NZD$195 NZD$178 NZD$214 NZD$209 NZD$214 NZD$212 NZD$209 NZD$197 NZD$189 NZD$189 NZD
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Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Town of Rockingham?

    Four-legged friends are welcome in Town of Rockingham. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Do house rentals in Town of Rockingham have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Town of Rockingham. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Town of Rockingham?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with wifi, over 10 homes with air conditioning, over 10 homes with a kitchen, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Town of Rockingham have free parking?

    Absolutely! We offer over 20 house rentals with free parking in Town of Rockingham. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Town of Rockingham?

    Yes! Work meets play with ease at over 20 vacation rentals in Town of Rockingham featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in apartment rentals in Town of Rockingham?

    Experience the best of Town of Rockingham with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Town of Rockingham have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Town of Rockingham. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Town of Rockingham have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Town of Rockingham. Enjoy a tailored experience with all the comforts you desire.

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 $86 NZD per night before taxes and fees

  • Verified guest reviews

    Over 4,150 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, Wi-Fi and Pool across Rockingham rentals

  • 4.9 Average rating

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

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