
Vacation rentals in Rockingham
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Top-rated vacation rentals in Rockingham
Guests agree: these stays are highly rated for location, cleanliness, and more.

Lawrence Cottage
Deep in the West River Valley region of Windham County, Lawrence Cottage is in a gorgeous and uncluttered setting upon Windham Hill. If you long for solitude, serenity and beauty, we have the perfect escape for you. We are convenient to all local amenities and activities and an easy drive from Boston or New York. We are near Townshend, Jamaica and Lowell Lake State Parks, Magic Mountain, Mount Snow and Stratton Mountain Resorts. This is Vermont--of course we welcome people of all backgrounds.

The Round House on the Connecticut River
"River Round" offers guests the finest waterfront on the New Hampshire side of the Connecticut River with a private dock, panoramic views, and spectacular sunsets. A four-season destination close to skiing at Okemo, Stratton, Sunapee and more. Circular main floor with cathedral ceilings, exposed beams, and a fully-equipped chefs kitchen along with three bedrooms and three baths. Walk-out basement holds a large bar and kitchenette, two additional bedrooms and full bath. Enjoy life on the River!

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.

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!

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.

The Owl's Nest - secluded cabin with bikes
Cozy cabin nestled in the secluded woods along a rushing brook just outside Grafton village. You'll find it in the heart of southern Vermont's ski and hiking country just a short drive to Green Mountain NP. Designed to wrap your soul in flannel sheets, this tiny home has all the charm to allow you to live out your cabin-life fantasies hassle free. Perfect for lovers, bromances, gal pals, cuddle buddies, close friends, and just about any one else who wants to unwind, get close and personal.

HeART Barn Retreat
Peaceful, romantic retreat in this stunningly large and magical barn. This 1850's historic remodeled barn apartment is nestled into hundrends of acres of Nature Conservency. Many old maple and pine trees, hiking trails and breathtaking views will welcome you along the the drive here. If you'd like to book a healing retreat I offer Reiki sessions to guests. Inquire when you book. *Mount Snow is 35 minutes away. Okemo, Stratton, Bromley and Magic is 1 hour away and Stratton is 1 hour away.

Cozy Cottage Loft and Retreat
Our peaceful Vermont cottage is a perfect place to enjoy life, relax and rejuvenate! Enjoy this sweet getaway with hardwood floors, fast wifi, a fully equipped kitchen, a quiet sleeping loft with a queen size bed, gorgeous natural light, large copper tub and shower, views of surrounding hills, trees, pond, gardens, your own private entrance and a sweet little trail from right the cottage along Putney Brook. The cozy cottage is a fully separate and private house on our beautiful property.

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.

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!

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.

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!
Popular amenities for Rockingham vacation rentals
Other great vacation rentals in Rockingham

Grafton Homestead: Welcoming Couples & Solo Guests

Saxtons River Studio apartment

Winter Camping at Highwood Retreat: The East Camp

The Cottage at Some Such Farm

Cozy Studio at White Brook Farm

VT Cottage, cute space with most of what you need

Peaceful Country Retreat on 15 Secluded Acres

Cozy studio at Leslie's Tavern in Rockingham
When is the best time to visit Rockingham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ426 | ﺩ.ﺇ459 | ﺩ.ﺇ419 | ﺩ.ﺇ382 | ﺩ.ﺇ459 | ﺩ.ﺇ448 | ﺩ.ﺇ459 | ﺩ.ﺇ455 | ﺩ.ﺇ448 | ﺩ.ﺇ422 | ﺩ.ﺇ404 | ﺩ.ﺇ404 |
| Avg. temp | -5°C | -4°C | 1°C | 8°C | 14°C | 18°C | 21°C | 20°C | 16°C | 9°C | 4°C | -2°C |
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 apartment rentals in Town of Rockingham have wifi?
Absolutely! We offer over 10 apartment 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 free parking, over 10 homes with air conditioning, over 20 homes with wifi, over 10 homes with a kitchen, 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 vacation rentals in Rockingham

Total vacation rentals
Explore 50 vacation rentals in Rockingham

Nightly prices starting at
Rockingham vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

Verified guest reviews
Over 4,350 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Rockingham vacation 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!
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