Vacation rentals in Dudley

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Top-rated accommodation in Dudley

Guests agree: these stays are highly rated for location, cleanliness and more.

Superhost

Farm stay in Southbridge

4.88 out of 5 average rating, 286 reviews

Scandanavian Wigwam with Sauna and Forest Baths

Deep sleeps await in our off grid forest Wigam. With everything you need, and nothing you do not, this exceptional retreat boasts a Danish Morso wood stove, fire pit, private forest baths, Finnish sauna, HUGE windows overlooking a wildlife trail and Peepers Owls and Coyote song. From photo shoots to wedding proposals - this is a special place to care for yourself and your family. We are on farm - but out of sight. Bring your kids, dogs, friends, guitar, or just a good book and settle in!

15–20 Jun

$246 NZD per night
Guest favourite

Farm stay in Southbridge

4.98 out of 5 average rating, 162 reviews

High Grass Farm

Get cozy in front of the fireplace and enjoy a romantic getaway in our beautiful and historic old house. One of the top 16 farm stays in New England! Our 1780's farmhouse has been completely renovated and retains its rustic country feel. Experience early American period life with only a few modern conveniences (e.g. full laundry and 5G wi-fi). Our secluded setting on 19 acres in southern Mass is minutes from I-90 and I-84, and borders CT, Old Sturbridge Village and the Westville recreation area.

6–13 Aug

$349 NZD per night
Guest favourite

Apartment in Woodstock Valley

4.93 out of 5 average rating, 331 reviews

“Tranquillity on the Lake ” Woodstock Valley, Ct.

Spring and Summer are upon us. Enjoy the beautiful view from your private lakeside suite. 1,400 sq feet of living space. Featuring Queen bed in Master. Queen sofa in living area. Cozy indoor propane fireplace. Kitchen -stove, full refrigerator, microwave. Enjoy private deck, propane fire pit, gaze at the moon & stars. Cook-Propane grill. Enjoy scenic walks around the lakes. Wake up to amazing sunrises. RELAX, ENJOY TRANQUILITY every season. New addition Woodstock Valley Country within two miles.

21–28 Sep

$324 NZD per night

Popular amenities for Dudley accommodation

Other great accommodation in Dudley

Superhost

Cottage in Scituate

4.9 out of 5 average rating, 193 reviews

5 Star cottage in historical Clayville

13–20 Jul

$232 NZD per night
Guest favourite

Cottage in Sturbridge

4.93 out of 5 average rating, 121 reviews

Cozy Cottage on Cedar Lake- "Cottage Cheeze"

28 Apr – 5 May

$499 NZD per night
Guest favourite

Home in Woodstock

4.94 out of 5 average rating, 205 reviews

Cedar Ridge

27 Oct – 3 Nov

$572 NZD per night
Guest favourite

Home in Sturbridge

4.95 out of 5 average rating, 110 reviews

LAKE Retreat! Lakefront Home with Amazing Views!

8–15 Sep

$1,576 NZD per night
Guest favourite

Tiny home in Smithfield

4.97 out of 5 average rating, 585 reviews

Tiny Home Eco-Cottage w/ Lake View + Pet Friendly

2–9 Sep

$269 NZD per night
Guest favourite

Cottage in Petersham

4.99 out of 5 average rating, 146 reviews

Cider House Cottage

6–13 Nov

$269 NZD per night
Guest favourite

Apartment in Woodstock

4.94 out of 5 average rating, 18 reviews

Woodstock Red Barn | Private Apt in Idyllic Town

16–23 Apr

$249 NZD per night
Guest favourite

Apartment in Dudley

4.93 out of 5 average rating, 14 reviews

Artsy Barn in the Country

24 Jun – 1 Jul

$253 NZD per night
Guest favourite

Cabin in North Grosvenordale

5.0 out of 5 average rating, 51 reviews

Secluded cabin w/ Finnish Sauna & Forest Baths

13–20 Jul

$387 NZD per night
Superhost

Cottage in Dudley

4.81 out of 5 average rating, 36 reviews

Cozy, 3BR lake-side retreat and outdoor oasis

24 Nov – 1 Dec

$359 NZD per night
Guest favourite

Farm stay in Woodstock

5.0 out of 5 average rating, 53 reviews

Quiet Cottage on a Working Goat Farm in Woodstock

10–17 Jul

$244 NZD per night
Guest favourite

Apartment in Thompson

4.97 out of 5 average rating, 30 reviews

Acoustical Haven: Unwind & Unplug

15–22 Aug

$389 NZD per night

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