Orange County Holiday Rentals: Short-Term Accommodations for Rent

Holiday Rentals in Orange County
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Our top choices for Orange County holiday rentals

A house with a teal door, a mailbox, and a small garden with mulch, rocks, and a gnome statue.

A swimming pool with a wooden deck, surrounded by a white fence and trees.

A teal door with a small window, a mailbox, and a number '179' on the wall.

A kitchen with wooden cabinets, a stainless steel sink, and various kitchen appliances.

1. Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich

Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich

Williamstown

10.0 out of 10, Exceptional, (61 reviews)

10/10

Exceptional

(61 reviews)

"My 9 year old daughter loved being able to wake up and swim! The home was beautiful a d we had a great time."

April A.

The price is HK$815

HK$815

HK$1,659 total

includes taxes & fees

24 Oct - 25 Oct

Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich

A cozy living room with a sofa, armchair, and a bookshelf. There is a fireplace and a window providing natural light.

A white house with a flagpole holding an American flag.

A picnic setup with a wooden table and chairs in a grassy area surrounded by trees.

A wooden hallway with framed pictures on the walls, leading to a room with a sofa and a window.

2. Authentic farmhouse for those who love cozy, quirky, historical imperfection

Authentic farmhouse for those who love cozy, quirky, historical imperfection

Randolph Center

10.0 out of 10, Exceptional, (6 reviews)

10/10

Exceptional

(6 reviews)

"The rental experience was seemless....communication was great, the property fit our family so easily and the location was easily accessible to many beautiful spots. The home is well equipped and it was a delightful stay!"

Kathy K.

The price is HK$1,920

HK$1,920

HK$4,898 total

includes taxes & fees

10 Nov - 11 Nov

Authentic farmhouse for those who love cozy, quirky, historical imperfection

A rustic wooden table with a woven chair, a hammock, and a view of a forest through a large window.

A room with a wooden bench, a guitar, and large windows offering a view of a forested area.

A treehouse with a wooden exterior and a snow-covered roof, situated in a snowy forest.

A cozy bedroom with a bed, a window with a view of the forest, and a hanging light fixture.

3. Charming TREEHOUSE in remote location

Charming TREEHOUSE in remote location

Braintree

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"Views amazing and so cool"

Benjamin F.

The price is HK$1,657

HK$1,657

HK$2,313 total

includes taxes & fees

26 Oct - 27 Oct

Charming TREEHOUSE in remote location

A modern kitchen with white cabinets, a stainless steel refrigerator, and a wooden floor.

A hallway with framed pictures on the wall, a wooden floor, and a door on the left.

A stone fireplace with a fire, framed pictures above, and a clock on the wall.

A bedroom with a bed, bedside table, lamp, and a sliding door closet.

4. The Willard House | Large Vermont Retreat | Hot Tub + Game Room

The Willard House | Large Vermont Retreat | Hot Tub + Game Room

Bradford

The price is HK$2,508

HK$2,508

HK$6,012 total

includes taxes & fees

26 Oct - 27 Oct

The Willard House | Large Vermont Retreat | Hot Tub + Game Room

A hotel with multiple buildings, a parking lot, and a mountainous backdrop.

A modern kitchen with wooden cabinets, stainless steel appliances, and a central island with bar stools.

A hotel with a swimming pool, red-roofed building, and a mountainous backdrop.

A kitchen with wooden cabinets, a microwave, a refrigerator, a granite countertop, and four black bar stools.

5. Bluegreen Vacations South Mountain, an Ascend Collection Resort

Bluegreen Vacations South Mountain, an Ascend Collection Resort

3.0 star property

Lincoln

9.2 out of 10, Wonderful, (717 reviews)

9.2/10

Wonderful

(717 reviews)

"The room was very clean and the location was great."

FLORIN

The price is HK$809

HK$809

HK$878 total

includes taxes & fees

23 Nov - 24 Nov

Bluegreen Vacations South Mountain, an Ascend Collection Resort

A cabin with large windows overlooking a lake, wooden deck, and a view of the surrounding landscape.

Two wooden cabins by a lake with a dock, surrounded by dense forest.

A wooden cabin interior with a dining area, kitchen, and a staircase.

A wooden cabin with a deck overlooking a lake and forested hills.

6. Presidential Mountain Resort

Presidential Mountain Resort

3.0 star property

Bethlehem

9.6 out of 10, Exceptional, (328 reviews)

9.6/10

Exceptional

(328 reviews)

"Great place, I would definitely stay here again"

Melanie

The price is HK$1,294

HK$1,294

HK$1,403 total

includes taxes & fees

25 Oct - 26 Oct

Presidential Mountain Resort

A cozy cabin interior with wooden walls, a sofa, a rocking chair, a table, and a window with a view of greenery.

A compact kitchen with wooden walls, a stove, oven, and a window providing a view of the outdoors.

A wooden-paneled room with a bed, a small table with a vase of flowers, and a window with sheer curtains.

A small, single-story building with a green exterior, a propane tank, and a gravel driveway.

7. Brand New Cabin On Working Farm

Brand New Cabin On Working Farm

Northfield

9.8 out of 10, Exceptional, (37 reviews)

9.8/10

Exceptional

(37 reviews)

"This cabin was cute and cozy and very quiet. The hosts had thought of everything a guest might want or need. Wonderful stay."

Kristen

The price is HK$882

HK$882

HK$1,426 total

includes taxes & fees

29 Oct - 30 Oct

Brand New Cabin On Working Farm

A cozy cabin interior with a wooden floor, a bed with white bedding, wicker chairs with patterned cushions, a small round table, and a ceiling fan.

A kitchen with a window, a bag of fresh roasted coffee, and two white mugs on a wooden board.

A wooden interior with a vinyl record player on a table, a lamp, and a chair with a fluffy cover.

Two red Adirondack chairs facing a pond with a gazebo in the background.

8. Cozy Cabin Retreat

Cozy Cabin Retreat

Roxbury

10.0 out of 10, Exceptional, (47 reviews)

10/10

Exceptional

(47 reviews)

"Host was very friendly and accommodating "

Alexandria

Cozy Cabin Retreat

A living room with a wooden ceiling, a black entertainment unit, a green armchair, a brown leather sofa, and a flat-screen TV.

A bedroom with a large bed, a blue accent wall, built-in shelving with decorative items, and a window with blinds.

A wooden cabin with large windows, a table, and two chairs.

A rustic cabin with a wooden deck, two chairs, and a small porch area.

9. Pemi Cabins

Pemi Cabins

3.0 star property

Lincoln

8.8 out of 10, Excellent, (53 reviews)

8.8/10

Excellent

(53 reviews)

"Rustic, riverside cabin. Beautiful location."

Cynthia

The price is HK$811

HK$811

HK$880 total

includes taxes & fees

23 Nov - 24 Nov

Pemi Cabins

A room with a checkered bedspread, a patterned rug, and two black cylindrical objects.

A wooden porch with steps leading to a door, a broom, and a mailbox.

A modern living room with a flat-screen TV mounted on the wall, a tufted sofa, a small side table, and a patterned rug.

A wooden deck with a white door, a mailbox, and a small bench.

10. One bedroom Apt- Part of a triplex in Barre Vermont! Great Price!

One bedroom Apt- Part of a triplex in Barre Vermont! Great Price!

Barre

8.8 out of 10, Excellent, (11 reviews)

8.8/10

Excellent

(11 reviews)

"This was a comfortable location for our travels through New England."

Bryan

The price is HK$776

HK$776

HK$1,993 total

includes taxes & fees

1 Nov - 2 Nov

One bedroom Apt- Part of a triplex in Barre Vermont! Great Price!

A house surrounded by dense trees with sunlight filtering through the leaves.

A cozy attic bedroom with two beds, a window with blinds, a table with a lamp, and a wooden ceiling.

A kitchen with wooden cabinets, a refrigerator, an oven, a microwave, and a window with a view of trees.

A cozy kitchen with wooden cabinets, a dining area with a round table and chairs, and a large window providing natural light.

11. Secluded retreat in the trees

Secluded retreat in the trees

Roxbury

10.0 out of 10, Exceptional, (51 reviews)

10/10

Exceptional

(51 reviews)

"Such a peaceful place to stay, we absolutely loved it there"

Katherine

The price is HK$1,016

HK$1,016

HK$1,910 total

includes taxes & fees

2 Nov - 3 Nov

Secluded retreat in the trees

A cozy living room with a sectional sofa, a fireplace, a flat-screen TV, and a bookshelf.

A brick building with arched windows and a sign reading 'Simon Pearce Glass.'

A sign for Quechee Falls Park with a waterfall in the background.

An indoor swimming pool with multiple lanes, wooden beams, and a tiled floor.

12. Cozy VT Retreat • Coffee Bar •Fireplace • Near Quechee Gorge • Min to Woodstock

Cozy VT Retreat • Coffee Bar •Fireplace • Near Quechee Gorge • Min to Woodstock

Hartford

10.0 out of 10, Exceptional, (179 reviews)

10/10

Exceptional

(179 reviews)

"Clean, well maintained property. Perfect decor for a quaint Vermont town."

Joann

The price is HK$1,389

HK$1,389

HK$3,272 total

includes taxes & fees

25 Oct - 26 Oct

Cozy VT Retreat • Coffee Bar •Fireplace • Near Quechee Gorge • Min to Woodstock

A wooden cabin with a snow-covered roof, surrounded by trees and snow.

A wooden table with a bottle of wine, glasses, and grapes.

A hot tub with a view of mountains and autumn trees.

A cozy living room with a wooden ceiling, a fireplace, a television, and a comfortable seating area.

13. Robert Frost Mountain Cabins

Robert Frost Mountain Cabins

3.5 star property

Ripton

10.0 out of 10, Exceptional, (43 reviews)

10/10

Exceptional

(43 reviews)

"Very nice place great owner"

Joe

The price is HK$2,970

HK$2,970

HK$3,237 total

includes taxes & fees

28 Oct - 29 Oct

Robert Frost Mountain Cabins

A wooden cabin with a glass door and windows, a stone patio with lounge chairs, and a view of a sunset.

A serene outdoor seating area with two wooden Adirondack chairs and a fire pit, surrounded by lush greenery and a scenic view of distant hills.

A cozy living room with a stone fireplace, a television mounted above it, and a large window with curtains.

A wooden cabin with a view of a grassy field and mountains. There is a wooden bench and a fireplace with rocks.

14. Countryside Cottage with Sauna and Fireplace

Countryside Cottage with Sauna and Fireplace

Berlin

10.0 out of 10, Exceptional, (5 reviews)

10/10

Exceptional

(5 reviews)

"Nice clean cottage with everything you could need. Easy check in and great communication"

Justin F.

Countryside Cottage with Sauna and Fireplace

A modern kitchen with stainless steel appliances, a dining area with a glass table, and a living room with a fireplace.

A modern kitchen with wooden cabinets, stainless steel appliances, and a central island with stools.

A residential area with houses surrounded by dense forest and hills.

A modern kitchen with a central island, a dining area with a glass table, and a shower area with a glass door.

15. Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.

Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.

Killington

9.6 out of 10, Exceptional, (7 reviews)

9.6/10

Exceptional

(7 reviews)

"Everything was as advertised. Host was responsive to questions. Great stay overall."

Riley T.

The price is HK$944

HK$944

HK$2,891 total

includes taxes & fees

25 Oct - 26 Oct

Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.

A sunroom with wicker furniture, large windows, and string lights.

A house with a red door, a porch with steps, and a wooden fence in the background.

A bedroom with a sofa, a bedside table with a lamp, a bed with floral bedding, and a window with curtains.

A house with a red door, a window with white trim, a wooden porch with potted plants, and a wooden bench.

16. Addie's Place: A Quiet and Quirky Guesthouse

Addie's Place: A Quiet and Quirky Guesthouse

Hartford

9.6 out of 10, Exceptional, (19 reviews)

9.6/10

Exceptional

(19 reviews)

"Nice cottage setting in a quiet neighborhood, my dogs loved it!"

Victor R.

The price is HK$1,019

HK$1,019

HK$1,824 total

includes taxes & fees

27 Oct - 28 Oct

Addie's Place: A Quiet and Quirky Guesthouse

A neatly made bed with striped bedding, a beige throw blanket, and patterned pillows. There are two bedside lamps on wooden nightstands.

A modern kitchen with white cabinetry, stainless steel appliances, and a dining area with a white table and chairs.

A living room with a grey sofa, patterned cushions, a wooden coffee table, a lamp, and a window with curtains.

A living room with a grey sofa, a wooden coffee table, and a television on a wooden cabinet.

17. Go Skiing or Hiking from an Enchanting, Light-Filled Home

Go Skiing or Hiking from an Enchanting, Light-Filled Home

Waitsfield

9.8 out of 10, Exceptional, (52 reviews)

9.8/10

Exceptional

(52 reviews)

"Excellent Location ! "

Luke A.

The price is HK$1,359

HK$1,359

HK$2,934 total

includes taxes & fees

25 Oct - 26 Oct

Go Skiing or Hiking from an Enchanting, Light-Filled Home

A modern living room with a glass coffee table, a sofa, a TV mounted on the wall, a fireplace, and a blue accent wall.

This aerial places the buildings and shared pool within the surrounding forest, with ridges farther away. It is not a room view.

A rectangular swimming pool with a blue tile border, surrounded by white lounge chairs and umbrellas.

A hallway with a white door marked with the number 413, a sign requesting removal of ski boots, and a coat rack with hangers.

18. Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington

Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington

Killington

9.6 out of 10, Exceptional, (5 reviews)

9.6/10

Exceptional

(5 reviews)

"Great room!"

Carla M.

The price is HK$595

HK$595

HK$2,015 total

includes taxes & fees

25 Oct - 26 Oct

Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington

A modern kitchen with a microwave, stove, and red stools. A living area with a fireplace and a TV is visible in the background.

A modern bedroom with a fireplace, a television, and a large bed.

A modern living room with a fireplace, a sofa set, a dining area with a table and chairs, and a kitchen in the background.

19. Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332

Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332

Killington

9.4 out of 10, Exceptional, (12 reviews)

9.4/10

Exceptional

(12 reviews)

"Quick trip but would stay here again"

John O.

The price is HK$1,180

HK$1,180

HK$3,243 total

includes taxes & fees

25 Oct - 26 Oct

Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332

A modern kitchen with wooden beams, a dining area with a table and chairs, and large windows offering a view of the forest.

A spacious living area with a large window, a flat-screen TV, a sofa, a dining table, and a kitchen area.

A modern kitchen with a central island, built-in appliances, and large windows offering views of the outdoors.

A multi-level wooden interior with a staircase, a dining area, and a kitchen visible through an open door.

20. Magnificent any time of year

Magnificent any time of year

East Warren

10.0 out of 10, Exceptional, (50 reviews)

10/10

Exceptional

(50 reviews)

"Lovely quiet modern cottage near town "

Chris C.

The price is HK$1,271

HK$1,271

HK$3,340 total

includes taxes & fees

25 Oct - 26 Oct

Magnificent any time of year

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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Top Orange County Hotel Reviews

Indian Head Resort

10/10 Excellent

"The hotel was super clean and everything was tremendous. Thank you"

FRANCIS 3-night trip

Posted less than an hour ago

Indian Head Resort

Holiday Inn Express & Suites Lincoln East - White Mountains by IHG

10/10 Excellent

"I’d definitely stay again"

Julie 1-night trip

Posted 2 hours ago

Holiday Inn Express & Suites Lincoln East - White Mountains by IHG

Comfort Inn & Suites Near Burke Mountain

10/10 Excellent

"The area around the property is extremely beautiful. Property well maintained and amenities as described."

Kartik 1-night trip

Posted 15 hours ago

Comfort Inn & Suites Near Burke Mountain

Align Inn Vermont

10/10 Excellent

"Great location and reasonably priced!"

John 1-night trip

Posted 17 hours ago

Align Inn Vermont

Beacon Inn and Suites

10/10 Excellent

"The breakfast was great!"

Terri 1-night trip

Posted 1 day ago

Beacon Inn and Suites

Six South St Hotel

10/10 Excellent

"Great location, beautiful hotel and facilities."

Bryan 2-night trip

Posted 1 day ago

Six South St Hotel

White River Inn and Suites

10/10 Excellent

"great price, great location, and very nice and clean for a "local" hotel."

LE 1-night trip

Posted 2 days ago

White River Inn and Suites

Courtyard by Marriott Hanover Lebanon

8/10 Good

"This hotel was clean and recently updated, room spacious. The on ly negative I give and it seems to be all Marriott hotels I stay in lately the pillows are awful, squishy flat un comfortable. The rest of the property was perfect."

Julianne 2-night trip

Posted 3 days ago

Courtyard by Marriott Hanover Lebanon

The Jackson

10/10 Excellent

"Quaint and elegant property. Thebinsite restaurant was great. Enjoyed our 1 night stay here at The Jackson."

Clarissa 1-night trip

Posted 3 days ago

The Jackson

Orange County Holiday Rentals

Change your mind

Treat yourself

Be picky

Our top choices for Orange County holiday rentals

1. Central to VT skiing areas 5 minutes to I-89 , near VAST trails, near Norwich

2. Authentic farmhouse for those who love cozy, quirky, historical imperfection

3. Charming TREEHOUSE in remote location

4. The Willard House | Large Vermont Retreat | Hot Tub + Game Room

5. Bluegreen Vacations South Mountain, an Ascend Collection Resort

6. Presidential Mountain Resort

7. Brand New Cabin On Working Farm

8. Cozy Cabin Retreat

9. Pemi Cabins

10. One bedroom Apt- Part of a triplex in Barre Vermont! Great Price!

11. Secluded retreat in the trees

12. Cozy VT Retreat • Coffee Bar •Fireplace • Near Quechee Gorge • Min to Woodstock

13. Robert Frost Mountain Cabins

14. Countryside Cottage with Sauna and Fireplace

15. Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.

16. Addie's Place: A Quiet and Quirky Guesthouse

17. Go Skiing or Hiking from an Enchanting, Light-Filled Home

18. Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington

19. Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332

20. Magnificent any time of year

Find holiday rentals that suit your style

Top Orange County Hotel Reviews

Indian Head Resort