Holiday houses in Douglas

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Top-rated holiday rentals in Douglas

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Guest favourite

Guest suite in Uxbridge

5.0 out of 5 average rating, 273 reviews

Beautiful, Unique, & Cozy Cedar Flat

Come enjoy this new and beautifully designed space in historic Uxbridge, MA. Set up like a tiny house, it is the most cozy and clean place you will visit. A ship’s ladder will take you to the queen loft bed or use a new PotteryBarn sleeper sofa. The Frame TV will act as a beautiful painting if you prefer to "unplug." Climate control and a hammock chair are a perfect combo! Located on a quiet street, it is an easy 25 min. drive to Providence or Worcester, and only 50 min. to downtown Boston.

2 – 9 Sept

$1,719 AUD total

Guest favourite

Guest suite in Thompson

4.98 out of 5 average rating, 114 reviews

Meadowside: Perfect Location w/ Endless Recreation

Perfect location, great value, & tons of privacy! Come stay at Meadowside! You'll be in a beautifully appointed and completely private 620 sq ft in-law suite. We're a quarter mile away from Webster Lake and an easy drive to all area attractions! Bring your boat, as we have plenty of room for your trailer in our parking lot-sized driveway! Room to sleep up to 4, king bed in the master, 1.5 baths, kitchen, laundry, front farmer's porch, and garden dining! You name it, it's here at Meadowside!

23 – 30 Aug

$1,814 AUD total

Guest favourite

Guesthouse in Uxbridge

5.0 out of 5 average rating, 123 reviews

Zen Inspired Private Suite with 2-mile Trail Loop

Zig-Zag Trails unique offering is a harmonious blend of modern comfort and the timeless allure of rural living. A newly built 1000 sq ft guest suite situated on over 65 acres of private meadows and forests with zig-zagging trails throughout, providing the ultimate getaway to relax and recharge. This property is a haven for nature lovers and homebodies alike. We are conveniently located in the heart of the Blackstone Valley, 1hr from Boston, 35min from Providence, and 25min from Worcester.

27 Aug – 3 Sept

$1,838 AUD total

Guest favourite

Farm stay in Thompson

4.94 out of 5 average rating, 161 reviews

Wizard's Roost at Underhill Hollow

Have you ever slept on a floating bed, levitated a planet with a wand, played wizard's chess, spoken with a bird house, watched a heron hunt, crawled through a halfling door or fed goats by hand? At the Wizard's Roost you can do this plus much more. Animate a Pegasus, sample a Spider Crisp, go on a treasure hunt or find fairy houses all while staying in an A-C cabin with a full private bath. Built on the mythical site of Yarvard Hale School of Magic, this get away places you inside a dream.

4 – 11 Oct

$1,437 AUD total

Guest favourite

Tiny home in Smithfield

4.97 out of 5 average rating, 595 reviews

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

Good things definitely come in pet friendly, environmentally conscious, small packages. Solar upgrade makes this lake front cottage 100% energy efficient. Built with an open, thoughtful design offering private bath, washer/dryer, full kitchen, Hotel Suite Luxury bedding and Tempur-Pedic mattress, blazing fast wifi, 46"HDTV (w/ Netflix, Sling, Prime and Plex), private deck with nice lake view. Cozy, charming and stocked with everything you could want for a perfect vacation or staycation.

2 – 9 Nov

$1,843 AUD total

Guest favourite

Guest suite in Warren

4.95 out of 5 average rating, 266 reviews

Craig's Cove

Craig's Cove is a two-room apartment (in my finished basement) with a farmhouse industrial motif and is in close proximity to Sturbridge, wineries, micro-brews such as Lost Towns Brewing, and beautiful scenery. Guests will be provided with one off-street parking space, private entry, bedroom with queen-size bed, full bathroom, TV with Netflix & Amazon Prime, free wifi, coffee, kitchenette with sink, microwave, fridge, toaster oven, hot plate (no full size stove), and patio with pergola.

9 – 16 Nov

$832 AUD total

Guest favourite

Guest suite in Uxbridge

4.99 out of 5 average rating, 135 reviews

The 1780 Suite

Join us for a step back in time at our unique bucolic property. Set on a scenic road, the post and beam farmhouse was built in 1780 and has been restored and updated by two generations of architects in the family. Guests have a private entrance and wind their way up the period staircase to the second-floor suite with two bedrooms, a sitting room, a breakfast nook, and a bathroom. Enjoy your morning coffee outside on the Adirondack chairs as you contemplate the charms of country living.

7 – 14 Feb

$1,241 AUD total

Guest favourite

Farm stay in Thompson

4.99 out of 5 average rating, 133 reviews

Rustic Farmette Studio w/ Hot Tub & seasonal pool

Relax and rejuvenate at this unique getaway on 20 acres in CT’s Quiet Corner. Just an hour from Boston, Providence, & Hartford, enjoy this private in-law studio with beautiful forest views. Lounge in bath robes & soak in the hot tub, take a walk along the trails, enjoy local vineyards, or explore antiques. Folks from all backgrounds and identities are welcome at The Farmette. Ideal for couples, solo travelers, a small family. Please include all individuals (&pets) in your booking.

19 – 26 Aug

$2,485 AUD total

Guest favourite

Farm stay in Woodstock

4.98 out of 5 average rating, 168 reviews

Barn suite at Southwood Alpacas

Country living at its best. Renovated guest space on a working alpaca farm. This is a two story unit with a kitchenette, living room and bathroom on the first floor and a studio loft on the second floor. Two decks, one on each level overlook the farm. Recently renovated. Great light floods the unit. Central heat & AC. Enjoy the farm and the bucolic setting in Woodstock. Watch the alpaca from your windows or deck. Cafes for morning breakfast and fine dining await.

25 July – 1 Aug

$1,785 AUD total

Guest favourite

Apartment in Worcester

4.89 out of 5 average rating, 392 reviews

Private Suite with separate entrance in Worcester

This private suite has a quiet vibe. The privacy is second to none, from check in to check out with private entrance gate. The living room has variety of books at the guests library, 55" TV with Internet streaming channels and fully subscribed YouTubeTv. The main bedroom has a refrigerators, brand new air fryer, air filter and humidifier, Keurig coffee maker and a vacuum cleaner. Also the apartment has a full private bathroom and patio.

6 – 13 Nov

$1,054 AUD total

Guest favourite

Apartment in Dudley

4.82 out of 5 average rating, 353 reviews

웃❤️유 PRIVATE STUDIO - SAFE GORGEOUS HIDEOUT

Excellent for couples; voyagers & professionals. Ideal for short or long terms stays, everything is incld. Cozy, bright and small very comfy bedroom, if business travel or just visiting the area, Kitchen, living room and Laptop Desk. Self-Check-In, Wi-Fi, free & safe on-street Parking, Lock on Door, Laundry available*, A/C, we are in a busy street during the day but really safe.

25 Oct – 1 Nov

$1,006 AUD total

Guest favourite

Cabin in Webster

4.92 out of 5 average rating, 144 reviews

The Camp

We are in the Tri-State area, an hour west of Boston, 25 minutes South of Worcester. Nothing beats Lake living...the sunsets, the backyard to play badminton or croquet, kayaking, canoeing, the paddle boating, SWIMMING, having a camp fire or going to the city! Your cabin OF 650sq. ft. Is next to my home and steps to our beach. WiFii, one tv with ROKU.

5 – 12 Sept

$1,750 AUD total