
Family-friendly vacation rentals in Blooming Grove
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Blooming Grove
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Woodstock Historic Artist Estate - The Pond House
Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

Get Away to "Hygge" Tiny House on 75 Private Acres
Escape to 75 acres of secluded, private land and lounge in this "hyggelig" tiny house. The house has everything you need, from heat and A/c, strong wifi, TV with streaming (sign in to Netflix, HBO, etc), full working kitchen (gas stove, oven, microwave), shower and bathroom. This tiny house has an incredible amount of light coming in from the very large windows throughout. Outdoor amenities include wood patio, propane bbq grill, dining table/chairs, fire pit. Lawn games available on request.

Cozy Lake Cottage
Make wonderful memories on pristine Walton Lake. 1 hr from NYC . This ALL INCLUSIVE Waterfront Cabin is like a mini resort! Rustic, rugged, off grid feel yet 2 miles from town. It has 2 docks, over water hammock & fire pit🔥. Enjoy sunsets in any temps from inside or out, or coffee in the tree hut! Hungry? Paddle🛶 across the lake for tacos🌮 & drinks🍸. Inside has retro & antique decor, modern appliances, fireplace♨️, & strong WIFI. Includes COMPLIMENTARY Firewood, NO CLEANING/PET FEES🐕

Serene Victorian Guest Apartment with Clawfoot Tub
Escape to a stunningly renovated private 3rd-floor apartment in a 6000 sq ft. 1883 Victorian Manor in Blooming Grove, NY. Designed for 1–6 guests, this light-filled space offers comfort and classic charm in a peaceful country setting. Includes luxe beds, a clawfoot tub, French-door shower, and kitchenette with sunny breakfast nook. An ideal sanctuary. Views of wildflowers, quiet country, and cows next door. 3rd Floor up two staircases, rewarded with a stunning space and elevated views.

Luxury Cottage with Spectacular Lake Views
Ultra Chic Cottage set high above Greenwood Lake with Private beach and lake front community access. Minutes away from Mountain Creek Ski Resort, Spa & Water park, Mt. Peter Ski & Tubing, Warwick creameries, breweries & vineyards & apple picking. 1 BR, 1 Bath, play/office/common room. Huge wrap around fenced in deck with Mid century modern fireplace allows for scenic dining, lounging and around the fire gatherings. #LakeViewCottage_GWL Town of Warwick Short Term Rental Permit #P25-0245

Renovated Red 1890’s Hudson Valley Barn
Renovated barn in Mountainville, NY at the base of the Schunnemunk hiking trails. 1 mile from Storm King Art Center. 3 miles to Cornwall. 10 minutes from Woodbury Common Premium Outlet. 15 minutes to West Point. Private stairs & balcony leads to 500 square foot second-story space. You get the entire upstairs to yourself. The NYS Thruway does run between the house and the mountain. There is highway noise. TV has a ROKU. The WiFi signal is weak due to the metal siding on the barn.

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Picture this... You escape to a relaxing, picturesque, and peaceful country cottage and enjoy some of your favorite convenience amenities like 1 Gig Wifi and your favorite streaming sources. Just 10 minutes to LEGOLAND, 3 miles to the famous Orange Heritage Trail, and less than 20 minutes to America's oldest winery, Brotherhood, this cottage has something to offer for everyone. You'll be minutes from conveniences like Target but taking in the views, you'd never know it.

Spectacular Lake Views from Every Room & Garden
Our property boasts unparalleled views of Greenwood Lake and the mountains beyond. Our private garden features a seasonal waterfall cascading into a lily pond with fish and frogs. The shaded patio offers panoramic views and a gas grill. During the winter months, after skiing at nearby slopes, unwind in the claw foot tub or retreat to the cozy ambiance of our living room, with exposed wooden ceilings, a welcoming fireplace, a smart TV, a record player and board games.

Private Country Getaway
This family-friendly apartment is an hour from NYC, with a private driveway and entrance. The location is ideal for a getaway in any season. In the Warwick Valley, the property is 15 min from Legoland, and 13 min from the NY Renaissance Festival, surrounded by vineyards, orchards, farms, breweries, state parks, skiing, and the Appalachian Trail. 5 minutes from historic Sugar Loaf and the Sugar Loaf Performing Arts Center. 15 min from Woodbury Commons Premium Outlets.

Bright Farm House- Tranquil setting
Secluded 3-bedroom newly renovated late 1800 Farm house on a 50 acre working farm nestled in the Hudson Valley. Only 60 miles from NYC and close to everything the Hudson Valley has to offer. Many farms with seasonal apple picking and pumpkin picking ,West point , Woodbury Commons Premium outlets ,Resorts Casino. Tons of great local breweries ,Hudson Valley Wine Trail .. LegoLand Theme park is just 5 minutes away

Spacious Studio/ SKAC/USMA/Morning Muffins
Private quiet setting for couples Roomy enough for friends weekend West Point parents/your cadet stays free ***Single traveler discount Welcome basket - Home-baked goodies 2 Super comfy queen beds Luxurious bathroom/heated Jacuzzi bath/seated walk in shower Desk/Wifi Private parking/entrance 42 inch tv Coffee/tea/condiments SKAC USMA Woodbury Common DIA Beacon Hiking -No cooking allowed.

Peekskill Carriage House Downtown Studio
Located close to the center of town, this is the perfect launchpad to experience local restaurants, coffee houses, the Paramount Theater, shopping, etc. and a short drive to stunning hikes, the Hudson Valley and beyond. The apartment is ideal for one or two and features a kitchenette, bathroom, dining island, comfortable queen bed, and couch. peekskillcarriagehouse.com
Popular amenities for Blooming Grove family-friendly rentals
Family-friendly home rentals with a hot tub

Foxglove Farm

Forest Spa Retreat on Cascading Brook • 90 Min NYC

TheGoshenGetawayPoolHotTubLegoLandArcade

Entire Home (private pool), Event Friendly

Modern 3BD West Point USMA House w/ HotTub!

Tiny glamping cabin with mineral spring hot tub

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Secluded Lakeview Escape with Hot Tub
Family- and pet-friendly home rentals

Dave's Milk Barn

Remote Waterfall Cabin at Swiftwater Acres

Hudson Valley Mountaintop Riverview

Historic Stunner w/WasherDryer, Balcony, 2 bedroom

Modern creekside cabin in the Catskills

Half Moon: Fairytale Catskills Retreat

Serenity Cabin, the historic waterfall cabin!

Cabinessence -on Greenwood Lake, NY #34370
Family-friendly home rentals with a pool

Hike & Sauna! Modern Mountain Escape

midcentury mod * POOL * walk out trail 2 mohonk

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️

Huge eclectic space w/ private pool. 1.5hr to city

Mountain Creek retreat PH w/pool & hot tub

Woodstock Mountain Cottage w/ Pool /Swim

New Paltz dog friendly retreat w/ salt water pool
When is the best time to visit Blooming Grove?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,116 | ﺩ.ﺇ 1,116 | ﺩ.ﺇ 1,157 | ﺩ.ﺇ 757 | ﺩ.ﺇ 1,116 | ﺩ.ﺇ 944 | ﺩ.ﺇ 1,116 | ﺩ.ﺇ 1,116 | ﺩ.ﺇ 1,421 | ﺩ.ﺇ 1,333 | ﺩ.ﺇ 1,230 | ﺩ.ﺇ 1,671 |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
Quick stats about vacation rentals that are family-friendly in Blooming Grove

Total vacation rentals
Explore 20 vacation rentals in Blooming Grove

Nightly prices starting at
Blooming Grove vacation rentals start at ﺩ.ﺇ 294 per night before taxes and fees

Verified guest reviews
Over 1,240 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
20 of Blooming Grove vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Blooming Grove rentals

4.8 Average rating
Blooming Grove stays are highly rated by guests—averaging 4.8 out of 5!
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- Times Square
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- USTA Billie Jean King National Tennis Center
- The Metropolitan Museum of Art





