Kid-friendly holiday rentals in Woodstock

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Top-rated family-friendly rentals in Woodstock

Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.

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Guest favourite

Home in Woodstock

4.91 out of 5 average rating, 641 reviews

Dutch Touch Woodstock Cottage

The Dutch Touch captures the best Woodstock has to offer. Be in the Village and secluded at the same time! This Woodstock treasure is surrounded by gardens, with Monet-worthy views, peaceful mountains and swaying pines. It’s your cozy and peaceful home away from home, yet only a short, pretty walk to the very center of the village. Dutch Touch is the "brain-child" of artist, Manette van Hamel, an early Woodstock arts colony resident whose work is held in the permanent collection of the Met. The kind of place one would expect an artist to build: Perfect for a romantic get-a-way or solo retreat. Recline on your own deck beside a sparkling stream, soak up the sun, read a good book, or walk into town and visit the galleries and shops, or zip up the mountain for hikes, a visit to the Buddhist Monastery or a tour of the Byrdcliffe arts colony. Winter visitors will love the open fireplace, and the fresh winter scent of forest, hearth and home.

21–28 Nov

$182 SGD per night

Guest favourite

Guest house in Mount Tremper

4.97 out of 5 average rating, 300 reviews

Artful and Serene Woodstock Getaway

Please read description thoroughly before booking. Relax with a comfortable mix of rustic and elegant in this colorful studio with loft bedroom in the Catskill Mountains of NY. Midway between lovely towns, Woodstock and Phoenicia. Full kitchen and bath, cathedral ceiling, sleeps two adults comfortably. Due to allergies, we do not allow pets. This includes service animals. We use fragrance free laundry detergent. No smoking or vaping. This listing is not suitable for children or infants.

22–29 Jun

$170 SGD per night

Guest favourite

Guest house in Woodstock

5.0 out of 5 average rating, 301 reviews

Steps toTown/Bus Pet Ok/No Extra Fees! &Five Star

PRIVATE Modern/Rustic Apt WALK TO ALL 5 * Rating "premiere" NO EXTRA CHARGES! 1000 sq ft Pet Friendly n/c Park Master King Suite &I can put up 2cots /crib Full Kitchen Cathedral Living Room w/Mountainview. 1&1/2 Bath Deck for Outside Dining w/Mountainview WOOD FIREPLACE on deck Wi-Fi Wash/Dryer Gas BBQ Steps to CTR of Town Green & NYC Bus-stop, THE COLONY, Yum Yum, Goodnight , Garden Cafe, Silvias, Bread Alone, Mud Club, Station Bar, shops . Cemetery's Bubbling Stream, PrivatePlayground

28 Mar – 4 Apr

$337 SGD per night

Guest favourite

Flat in Woodstock

4.99 out of 5 average rating, 136 reviews

Redbird 1926

A charming one 1 BR apartment attached to the house with a private deck and entry. It's located in a quiet county area 5 min. from the center of Woodstock and 15 min. from Kingston. This lovely apt. includes central A/C, WiFi, Roku, refrig., microwave, toaster, coffee maker, sink- no stove, no oven. The BR has a new queen size bed and the LR has a day bed for added sleeping space. Come spend time in a tranquil setting. Picnic table and gas grill added to the side yard for your enjoyment.

13–20 May

$165 SGD per night

Guest favourite

Guest house in Woodstock

4.95 out of 5 average rating, 301 reviews

Pick Herbs at a Quirky Stone Cottage with BBQ and Fireplace

Snuggle by a roaring fire. Eat in a corner nook or at a rustic wooden counter by a window. This quaint, whimsical home has a private deck w/bbq, a garden with a hammock and fire pit. A full size Murphy bed with a full kitchen (except for an oven). You will have access to the entire guest house. A short drive to the beautiful, eclectic, funky town of Woodstock. Art & culture, restaurants, hiking & biking all nearby. Electric heat, ceiling fan, a standing ac unit and single person shower.

30 Nov – 7 Dec

$205 SGD per night

Superhost

Guest house in Woodstock

4.82 out of 5 average rating, 646 reviews

BOHEMIAN RHAPSODY - Be Here Now

The best location to explore Woodstock from. A bohemian abode with a wood-burning stove, full kitchen, separate queen bedroom, and cozy living space! What more could you need? In town location, more Woodstock then Woodstock! Peace out in our space set at the edge of the woods in the Colony of the Arts. It doesn't get any more chill...... This apartment has been featured in videos, films, and photoshoots and has all the right vibes! Town of Woodstock #27.54-1-12

14–21 Jan

$167 SGD per night

Guest favourite

Cottage in Saugerties

4.93 out of 5 average rating, 217 reviews

Chic & Cozy Cottage 10 mins to Woodstock

Located on a bucolic country road on the border between Saugerties and Woodstock, this newly renovated 500 sq ft cottage is on a private acre filled with spaces to relax: screened in dining shed, fire pit, BBQ grill, a creek, forest & the magical sound of a hidden waterfall across the road. Just 10 min from Woodstock town square, 8 min to Levon Helm Studios, and 15 from Bearsville Theater, it's the perfect escape. (Pets welcome on a case by case basis. Please ask.)

22–29 Sep

$176 SGD per night

Guest favourite

Villa in Woodstock

4.92 out of 5 average rating, 129 reviews

The Falls

A secret treasure in the heart of Woodstock. This waterfall escape is tucked up in the center of town with incredible privacy, a private deck overlooking the waterfalls and located on the entire first floor just up a flight of stairs of the main house. Enter through your own private deck overlooking the waterfalls. Walk to all the great restaurants, galleries and shops around Woodstock. A truly magical experience. amidst the trees on top of the waterfalls.

11–18 Feb

$245 SGD per night

Guest favourite

Flat in Woodstock

4.96 out of 5 average rating, 229 reviews

Wildflower Suite

This suite is the 2nd floor of the cottage, plus the lower level Kitchenette and half-bathroom. The bedroom has a queen bed and a queen sofa bed. Sitting room has a fold out twin bed. Upstairs bathroom has a stall shower. Please note that the lower right portion of the cottage is a children’s art studio that can be locked, separate from the apartment. Other guests use a separate exterior entrance to drop off/pickup luggage in the studio.

27 Sep – 4 Oct

$164 SGD per night

Guest favourite

Flat in Woodstock

4.89 out of 5 average rating, 279 reviews

Nook above the Pub!

1-bedroom, new construction, above the historic Woodstock Pub. Full Futon, able to accommodate 3 people. On local and Trailways Bus lines. Walk to shops, restaurants & The Colony. Plenty of hiking trails, skiing, kayaking, music, theatre, etc. Noise from pub below on weekends fluctuates. Bar/restaurant last seating at 9pm Fri/Sat. $10 food voucher, courtesy of your hosts. Twin mattress available on request for extra guest. $25 fee.

5–12 Aug

$227 SGD per night

Guest favourite

Tiny home in Saugerties

4.94 out of 5 average rating, 218 reviews

Gorgeous Tiny House with Mountain View

Enjoy our little cabin and feel off the grid, without being far from the charming village of Saugerties and close to Woodstock. Enjoy the beautiful Catskills area and retreat in our beautifully renovated “tiny haven” ... complete with a Mountain View! “The Haven” at Blue Mountain! ******Can also be booked together with the Main House on the property, listed as Blue Mountain Haven! https://abnb.me/SMQTSu5LQpb

19–26 Feb

$163 SGD per night

Guest favourite

Guest suite in Woodstock

4.94 out of 5 average rating, 316 reviews

Perfect Woodstock Location- Short Walk to Town

Perfect location! Short walk (350 yards) to center of Woodstock yet enjoy Catskill mountain and meadow views from home and patio in a serene private setting. NO CAR NEEDED. Easy Walk to bus stop, dining, shopping, flea market, farmer's market and movie theater. Close to hiking trails, swimming holes and beautiful forests. Security deposit is not charged upfront. Registered with town of Woodstock #19H-013.

26 Jun – 3 Jul

$249 SGD per night