Plainfield Holiday Rentals

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Holiday Rentals in Plainfield

Lakefront house with skiing nearby, dock, and amazing views - dog-friendly

9.6 out of 10, Exceptional, (35)
"Convenient to Okemo. Has everything you need for a ski week or weekend! "
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly

Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.

9.8 out of 10, Exceptional, (63)
"Everything was great! Very clean & cozy. Perfect spot for a ski trip!"
The price is AU$446
includes taxes & fees
5 Feb - 6 Feb
Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.

Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge

9.8 out of 10, Exceptional, (201)
"Beautiful cozy cottage, but the road is a little loud. The creek and backyard are gorgeous."
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge

Cozy 1850s home on the riverfront with mountain & river views - dog-friendly

9.2 out of 10, Wonderful, (15)
"We loved the cabin and its proximity to the town of Woodstock. Nice to come home at the end of the day. The only issue is the bedrooms are upstairs and the bathroom is downstairs….but we managed. Overall a great stay. "
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly

Cozy Mountain Condo with Ski-In/Ski-Out Access, and Electric Fireplace

Cozy Mountain Condo with Ski-In/Ski-Out Access, and Electric Fireplace

Treehouse at Wise Pines- SoBo

9.8 out of 10, Exceptional, (20)
"The place is everything it describes, however I missed the part where the bathrooms are in a separate building and they are shared. Thankfully for us there was nobody else staying there. Everything was very clean. Other than that I was satisfied. "
The price is AU$297
includes taxes & fees
27 Jan - 28 Jan
Treehouse at Wise Pines- SoBo

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

9.8 out of 10, Exceptional, (89)
"Everything about this property was perfect for our family of 6! Location, charm and cleanliness, perfection! "
The price is AU$734
includes taxes & fees
29 Jan - 30 Jan
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Beautifully renovated with fireplace and coffee bar

10.0 out of 10, Exceptional, (91)
"Our stay was nice and cozy! The condo held our family nicely and it had everything we needed— we especially loved the coffee bar. It was an easy drive into town and very picturesque. "
Beautifully renovated with fireplace and coffee bar

Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

10.0 out of 10, Exceptional, (21)
"The property is along a well maintained dirt road, which our little EV had no trouble navigating. The cabin stayed very warm, and with no neighbors around it was very peaceful. We had no cell service at the cabin but the wifi worked well, and the hosts provided great communication. Our family had a great time."
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

Idyllic Lakefront House Suited Two Families

9.6 out of 10, Exceptional, (155)
"Enjoyed our stay. 5 minute drive to Jackson gore base made it nice to go back and forth with kids. Ursula was very attentive and did her best to make sure everything was in good order. "
Idyllic Lakefront House Suited Two Families

Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable

8.2 out of 10, Very good, (34)
"All in all it was a great trip. The place was very cute and as described. The upstairs bedrooms are not for light sleepers as the walls only go so far up so they are not really divided. I had read this in other reveiws but honestly for us it wasn't a problem. We went as a family group and it was kind of nice to be able to lay in bed and talk to the others in the room next to you. When we got there the hot tub was so hot that we were not able to get in. Maybe a problem with the thermostat but...
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo

9.8 out of 10, Exceptional, (115)
"We took a last-minute ski trip and found this ideal property located 5 mins from the Okemo Mountain Resort. The house had everything we needed and was comfortable and spacious. The communication with the property manager was easy, detailed, and prompt. The house is situated on a quiet road, within easy reach of a supermarket, and pleasant for walking. We would definitely stay here again!"
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo

Charming Lake Sunapee & Mt. Sunapee Ski Cabin

9.6 out of 10, Exceptional, (23)
"This was a great location to Mt. Sunapee! Kitchen had everything we needed, beds were comfortable, and house was warm. Could use TV instructions, as remotes did not function. We enjoyed 4 nights, pretty low maintenance family, spent most of our time snowboarding. We brought our dog, and she loved it as she found a toy and we forgot to pack her one!"
Charming Lake Sunapee & Mt. Sunapee Ski Cabin

Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly

9.0 out of 10, Wonderful, (26)
"The tiny houses were cute and well equipped. They were ideal for 2 friends traveling together having their own space. I would definitely rent this property again. Only negative was having 3 empty propane tanks when we wanted to use the fire table(something to be added to the maintenance checklust) however once i text them they dropped a fresh tank off that same evening."
The price is AU$754
includes taxes & fees
26 Jan - 27 Jan
Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly

Beautiful Myrtle Beach Condo with Amenities Galore

8.8 out of 10, Excellent, (162)
"Nice ocean view.Since it's a corner unit. great privacy! Plenty of linensTammy from Ocean Breeze Vacation Rentals was very helpful and even checked on me how things were going.Only negative, and I pointed that out to Tammy, When there is moderate to a lot of wind, the AC/Heating unit howls like crazy from the wind. So bad that I slept on the couch. That needs to fixed!But again everything else was positive.!"
Beautiful Myrtle Beach Condo with Amenities Galore

Amazing home on 90 acres - dog-friendly - AC, fireplace & great mountain views

9.4 out of 10, Exceptional, (36)
"This property was just what we were looking for in a weekend getaway in VT. Would highly recommend. "
Amazing home on 90 acres - dog-friendly - AC, fireplace & great mountain views

Townhome with patio & on-site pool, hot tub, sauna & tennis access

10.0 out of 10, Exceptional, (2)
"Wonderful comfortable place Very clean. We had a great stay the space was perfect for two small families skiing"
Townhome with patio & on-site pool, hot tub, sauna & tennis access

Perfect Lake or Mountain Getaway Less Than 5 Minutes Away

10.0 out of 10, Exceptional, (13)
"To a person (ages 9-80) we all were very happy with your Lovely vacation home. The space is conducive to being alone or all together, it truly does not show as well online as it is in person. The one mile drive to Mt Sunapee could not be better. Everyone is looking forward to a future trip there. blessings to you in 2025"
Perfect Lake or Mountain Getaway Less Than 5 Minutes Away

Charming Lakefront Cottage on Lake Mascoma

10.0 out of 10, Exceptional, (1)
"We found this place to be absolutely beautiful with a great view of lake. The home was very clean and spacious. The host stocked the bathrooms and kitchen with everything you could possibly need. We found the beds to be very comfortable. The office/play room had plenty of toy’s for our grand son.The use of the pellet stove made very cozy. We look forward to another visit."
The price is AU$718
includes taxes & fees
27 Jan - 28 Jan
Charming Lakefront Cottage on Lake Mascoma

Okemo Mountain Lodging

3.5 star property
7.8 out of 10, Good, (27)
"We are so impressed with the lodging. We will definitely be back. "
Okemo Mountain Lodging
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Plainfield you may be interested in

Align Inn Vermont

2.5 star property
9.0 out of 10, Wonderful, (1004)
"Went in winter during a snowstorm- staff was solicitous and friendly, parking lot was clear. Kids enjoyed the breakfast."
The price is AU$209
includes taxes & fees
27 Jan - 28 Jan
Align Inn Vermont

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (498)
"Definitely a quaint and nice property. Spa didnt have availability so book super early "
The price is AU$608
includes taxes & fees
23 Feb - 24 Feb
Woodstock Inn & Resort

Pointe at Castle Hill Resort

3.5 star property
8.8 out of 10, Excellent, (792)
"A perfect spot for people who come to ski Okemo. Only 6 minutes from the mountain it's very convenient. Also a pool and hot tub to rest those muscles after a long day of skiing. Staff was very helpful. A short drive to the town of Ludlow Vermont, where there are many restaurants for every budget. Rooms are clean and comfortable. "
The price is AU$341
includes taxes & fees
5 Feb - 6 Feb
Pointe at Castle Hill Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Are there holiday rentals in Plainfield?

Yes, there are holiday rentals close to the most popular sights in Plainfield, or you can select a more secluded option if you're looking for a relaxing stay. Plainfield is known for its restaurants and shopping. Make sure you have time to check out the art and museums during your trip.

What are some of the best holiday rentals that Plainfield has to offer?

Lakefront house with skiing nearby, dock, and amazing views - dog-friendly: This holiday home rental outside of Plainfield is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of books.

How many holiday rentals will I find in Plainfield?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Plainfield stay.

What’s there to see and do in Plainfield?

Explore the area and cultural attractions such as Aidron Duckworth Art Museum, or visit one of the family-friendly sights such as Upper Valley Aquatic Center. Connecticut River and Whaleback Mountain are a couple of places you'll find in the wider area.

What’s a holiday rental in Plainfield like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Plainfield. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for a family trip or a small group gathering.