Plymouth vacation rentals

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Top-rated vacation rentals in Plymouth

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Guest favorite

Condo in Plymouth

4.89 out of 5 average rating, 123 reviews

Canyons Unit: 2mi to Killington’s Skyeship Gondola

The Canyons Unit is a freshly renovated, fully separate, ground level, 2 bedroom apartment in our four-family French Chalet. We are 1 mile to lakes and summer camps and 2 miles from Killington’s Skyeship Gondola. It is 15 minutes from Killington’s main base area and 20 minutes to Okemo. If this listing isn’t available for your interested vacation dates, check out our sister listing called the Moguls Unit. We also have larger 4 bedroom units (The Ledges and Glades) at this same location too.

Jul 24 – 31

R3,328 ZAR per night

Guest favorite

Guesthouse in Woodstock

4.98 out of 5 average rating, 206 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. ZERO CONTACT WITH OWNERS.

Feb 2 – 9

R3,022 ZAR per night

Guest favorite

Condo in Killington

4.95 out of 5 average rating, 130 reviews

🎿Cozy Fireplace Condo-Mins. to Everything 🚵

Seeking Adventure? This end unit garden level condo is 6 minutes to Killington AND Pico! Quick access to the Appalachian Trail to ATV, mountain bike, hike, and swim. Relaxing? Work remotely with fast Wi-Fi, hang on the porch swing, or unwind in front of the wood fireplace. Hop in the power adjustable king bed, pull the darkening shades, and turn on the sound machine for restful sleep so you can wake up and do it again! A portion of each stay is donated to local VT nonprofits

Jul 22 – 29

R2,429 ZAR per night

Guest favorite

Condo in Ludlow

4.92 out of 5 average rating, 122 reviews

All Season Lovely and Zen Okemo Mt Lodge Condo

Tired of city life and want a fresh breath? Feel the call from nature while also desiring some sporty fun? Come enjoy our lovely and Zen Condo right at the foot of beautiful Okemo! True ski-in/ski-out in the winter. Enjoy your warm ski day lunch by sitting next to the wood-burning fireplace*, while watching all the activities on the slope. In the warm weather, enjoy the beautiful hiking trails and golf course that Okemo offers, as well as water activities at the nearby lakes and rivers.

May 12 – 19

R1,796 ZAR per night

Guest favorite

Guesthouse in Wallingford

4.98 out of 5 average rating, 588 reviews

Vermont Home Central to Ski Areas-No Cleaning Fees

Comfortable guesthouse located conveniently on US Route 7 near ski areas. Half hour from Manchester Outlet Stores. Near Long Trail/Appalachian Trail, Weston and Dorset Playhouses and miles of scenic country roads. Close to Elfin Lake and White Rocks National Recreation Area.Great for couples, small families, solo adventurers, and business travelers. Queen size bed and full kitchen. Great for overnight stay or week-long vacation to enjoy the beauty of Vermont. No cleaning fees!

Oct 26 – Nov 2

R2,619 ZAR per night

Guest favorite

Barn in Chester

4.99 out of 5 average rating, 493 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. We are as close or as far away as you would like us to be with our house right next door.

Sep 4 – 11

R1,976 ZAR per night

Guest favorite

Cabin in West Windsor

4.98 out of 5 average rating, 205 reviews

Sunset Cabin - your private romantic hideaway

Your private woodlands retreat awaits. Nestled atop a beautiful 10 acre meadow with 25 acres of woods for you to enjoy; this rustic, pet friendly cabin is a perfect romantic hideaway. Two trout ponds are steps from your door for fishing and swimming. Just a few minutes from Mt. Ascutney's hiking and mountain-biking trails and in the middle of fantastic cycling country. WiFi now available! Sunset Cabin is a marvelous spot for enjoying fall foliage and exploring Vermont.

Jul 22 – 29

R2,986 ZAR per night

Guest favorite

Condo in Killington

4.81 out of 5 average rating, 140 reviews

1BR Modern Condo @ Whiffletree Ground Fl Walkout

PRIME BASE AREA LOCATION THE HOME → King Beautyrest mattress → Coffee/Tea/Cocoa Bar → Nintendo Wii + Games → Fully Equipped & Stainless Kitchen → Fast Wifi SKI IN / SHUTTLE OUT (2022: Winter Only; Weekends only) → Shuttle to Snowshed/K1 → Ski home on a gorgeous quiet ski home trail OFF SEASON → World Class hiking & biking on Killington Mountain OFF THE MOUNTAIN → Breweries → Antique Malls → Golf Courses → Quechee Gorge → Disk Golf → Llamas Petting

May 17 – 24

R1,699 ZAR per night

Guest favorite

Cabin in Rochester

4.95 out of 5 average rating, 391 reviews

Black haus: a hip, cool house hidden in a forest.

You’ll love our place because of the high ceilings, the rural location, the coziness and its sense of place in nature. Our place is great for couples and solo adventurers who enjoy their privacy, who want to get away from it all but be close enough to a more 'country-urban' vibe. There is a deck for sunning, quite a large front and back yard. A great kitchen for meals at home, a forest to explore and miles of trails to mountain bike or hike.

Nov 10 – 17

R2,682 ZAR per night

Guest favorite

Cottage in Windsor

4.97 out of 5 average rating, 318 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.

Nov 18 – 25

R2,609 ZAR per night

Guest favorite

Condo in Ludlow

4.92 out of 5 average rating, 123 reviews

Okemo Ski-in/Ski-out, Steps to lift Condo

Just steps of walk to the amazing Okemo slopes, C Building is the closest property to the A-Quad/B-Quad lift and this building offers convenient parking right downstairs and free wi-fi (dedicated Xfinity modem, no issue video conference). You’ll love this cozy place with hardwood floor and private balcony and sunshine after skiing. Great sun exposure. Fireplace has been updated to electric fireplace starting from 2023-2024 season.

Aug 10 – 17

R1,937 ZAR per night

Guest favorite

Guest suite in Mt Holly

4.98 out of 5 average rating, 117 reviews

Exquisite Green Mountain Loft Haven

Lovely apartment in country home affords privacy plus all the necessities of home. Beautiful grounds and views afford relaxation and invigoration. Ski at local ski resorts or snowshoe or sled right outside your door. Comfortable beds, peace and quiet, and dark skies means great sleeping. Fully stocked kitchen, and nearby summer activities makes staying here fun and enjoyable. Come find out what others already know!!

Aug 24 – 31

R2,528 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Plymouth vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Plymouth's top sights

Long Trail Brewing Company182 locals recommend

Coolidge State Forest5 locals recommend

President Calvin Coolidge State Historic Site52 locals recommend

Bridgewater Corners Store9 locals recommend

Plymouth Artisan Cheese19 locals recommend

Echo Lake Inn16 locals recommend

Other great vacation rentals in Plymouth

Guest favorite

Cottage in Hartland

4.97 out of 5 average rating, 420 reviews

Breeze Hill Cottage

Aug 27 – Sep 3

R2,361 ZAR per night

Guest favorite

Cabin in Leicester

4.98 out of 5 average rating, 711 reviews

Log Cabin Getaway near Middlebury and Green Mtns

Dec 26 – Jan 2

R2,421 ZAR per night

Guest favorite

Apartment in Pittsford

4.99 out of 5 average rating, 117 reviews

Waterfront cottage walk-out suite.

May 14 – 21

R2,074 ZAR per night

Guest favorite

Barn in Woodstock

5.0 out of 5 average rating, 201 reviews

THE LOFT, stunning views from a timber framed barn

Mar 3 – 10

R6,196 ZAR per night

Guest favorite

Apartment in Middletown Springs

4.88 out of 5 average rating, 204 reviews

Apartment in Vermont Historic Home

May 7 – 14

R1,359 ZAR per night

Guest favorite

Tiny home in Clarendon

4.88 out of 5 average rating, 173 reviews

Secluded tiny house resort - DOG FRIENDLY

Aug 1 – 8

R1,846 ZAR per night

Guest favorite

Apartment in Poultney

4.94 out of 5 average rating, 306 reviews

Cozy Poultney Village Apartment

Jan 15 – 22

R1,545 ZAR per night

Guest favorite

Condo in Killington

4.94 out of 5 average rating, 152 reviews

Bright Ski on/off Condo Full Kitchen-Free Shuttle!

Jun 25 – Jul 2

R2,189 ZAR per night

Show all

Other great vacation rentals in Plymouth

Guest favorite

Tiny home in Pittsford

4.96 out of 5 average rating, 155 reviews

Charming tiny house with great VT location!

Jul 7 – 14

R2,318 ZAR per night

Guest favorite

Guesthouse in Castleton

4.97 out of 5 average rating, 234 reviews

Bomoseen Bungalow

Oct 25 – Nov 1

R1,687 ZAR per night

Guest favorite

Guest suite in West Windsor

4.9 out of 5 average rating, 103 reviews

Newly renovated private space on Ascutney Trails

May 13 – 20

R1,928 ZAR per night

Guest favorite

Townhouse in Plymouth

4.88 out of 5 average rating, 112 reviews

Hawk Resort Townhouse

Jul 6 – 13

R4,045 ZAR per night

Guest favorite

Cabin in Vershire

4.99 out of 5 average rating, 188 reviews

Comfortable cozy cabin in the hills of Vermont!

Feb 12 – 19

R2,209 ZAR per night

Guest favorite

Cabin in Pittsfield

4.98 out of 5 average rating, 120 reviews

Tiny Vermont Cabin!

Aug 25 – Sep 1

R3,293 ZAR per night

Guest favorite

Guest suite in Castleton

4.98 out of 5 average rating, 119 reviews

Mi Casa es su Casa!

Oct 12 – 19

R2,213 ZAR per night

Guest favorite

Guesthouse in Granville

4.9 out of 5 average rating, 785 reviews

Moon Valley Country Retreat no clean fee pets yes

Feb 23 – Mar 2

R1,975 ZAR per night

Show all

Quick stats about vacation rentals in Plymouth

Total rentals
140 properties
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Pet-friendly rentals
60 properties allow pets
Family-friendly rentals
130 properties are a good fit for families
Total number of reviews
4.8K reviews
Nightly prices starting at
R1,346 ZAR before taxes and fees

Frequently Asked Questions

Are there pet-friendly vacation rentals in Plymouth?
Four-legged friends are welcome in Plymouth. Choose from more than 60 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Plymouth?
Yes! Work meets play with ease at over 80 vacation rentals in Plymouth featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do cabin rentals in Plymouth have a bbq area?
Absolutely! We offer over 30 cabin rentals with a bbq area in Plymouth. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in condo rentals in Plymouth?
Experience the best of Plymouth with our condo rentals, starting at about $130 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly condo rentals in Plymouth?
Plymouth has more than 10 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Plymouth have wireless internet?
Absolutely! We offer over 60 house rentals with wireless internet in Plymouth. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Plymouth have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Plymouth. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Plymouth?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with air conditioning, over 60 homes with a bbq area, over 60 homes with wireless internet, and more. Indulge in the ultimate retreat, tailored to your preferences.

Plymouth vacation rentals

Top-rated vacation rentals in Plymouth

Vacation rentals for every style

Chalets

Houses

Hotels

Popular amenities for Plymouth vacation rentals

Stay near Plymouth's top sights

Other great vacation rentals in Plymouth

Cottage in Hartland

Cabin in Leicester

Apartment in Pittsford

Barn in Woodstock

Apartment in Middletown Springs

Tiny home in Clarendon

Apartment in Poultney

Condo in Killington

Other great vacation rentals in Plymouth

Tiny home in Pittsford

Guesthouse in Castleton

Guest suite in West Windsor

Townhouse in Plymouth

Cabin in Vershire

Cabin in Pittsfield

Guest suite in Castleton

Guesthouse in Granville

Quick stats about vacation rentals in Plymouth

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there pet-friendly vacation rentals in Plymouth?

Are there vacation rentals with a dedicated workspace in Plymouth?

Do cabin rentals in Plymouth have a bbq area?

How much does it cost to stay in condo rentals in Plymouth?

Are there family-friendly condo rentals in Plymouth?

Do house rentals in Plymouth have wireless internet?

Do house rentals in Plymouth have air conditioning?

What are the most popular amenities for House Rentals in Plymouth?

Destinations to explore