
Kid-friendly holiday rentals in Ludlow
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Top-rated family-friendly rentals in Ludlow
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Kid-friendly house rentals

2 Doors Down - Modern Farmhouse in Downtown Ludlow
We are fishermen from CT who stay at Bob’s place every year. This place accommodates us comfortably. We are able to walk to restaurants and love the location. Bob is so proactive making our stay so easy. He always communicates well and responds quickly to our needs. Until next year.🎣

Modern 3-bedroom A-frame in Londonderry w/ Pond
We loved our stay here!! It was the perfect getaway for a long weekend. The property is beautiful and private but close to anything that you might need. The kitchen was super well stocked, beds were comfy, and we really appreciated the firewood supply. Nikki & Topher were great hosts - extremely responsive to all questions we had and proactive about check in/check out instructions. Would definitely come back!

Birdie's Nest Guesthouse
Loved our stay! Everything was cozy and easy; no issues at all. The heated bathroom floor ended up being one of our favorite parts (so nice!), and the whole place just felt super relaxing. Didn’t need to contact the host because everything was smooth from start to finish. Would definitely come back!

Newly renovated. Minutes to Slopes & Trails
My family stayed at Thomas' house during a weekend ski trip. The house was perfect for our family's needs. We skied at Okemo and it was a short drive to the mountain. After a long day of skiing, it was nice to come back to a comfortable house to relax. The house we very well stocked to include a drying rack (which we forgot to bring) and a boot dryer. We highly recommend this house for your ski adventure.

Ski Chalet with Hot Tub on Okemo Mountain
Had an awesome weekend here with the family! The cabin had everything we needed, super comfy and well-stocked. The hot tub was a huge bonus, and the hosts were super friendly. Would definitely come back!

Midcentury Hillside Retreat - Summer Paradise
We loved Julia and Paul's home so much. The location is super private, serene, and just special. The mountain views, the light that changed the landscape minute to minute was all meditative. The house has wonderful homey and cosy vibes. The fireplace is spectacular. I'm sorry if we put a dent in the woodpile ! The large, open kitchen was a joy to cook in, we made all our meals here effortlessly with all local ingredients. Julia was super helpful with nearby recommendations and checked in at the right times without being overbearing. The house was immaculate. This is a gem of a place, don't hesitate to stay here. We would come back for sure.

Ludlow Village/Okemo Shuttle - Oma K's Kottage
We stayed for 4 nights to ski at Okemo. The location was great for getting to the mountain and we were able to walk to town. The Moover is a 5 minute walk down the hill and a 5 minute walk up the hill. We took the Moover to the mountain but had my husband pick us up after skiing. The cottage was spacious, clean and we felt at home. We highly recommend the cottage.

Stunning mid-century house on 2.5 private acres
We were in the area for a wedding and this was a perfect alternative to the hotel options. A beautiful house - we would definitely stay here again.
Family-friendly apartment rentals

Private two-bedroom suite within a two-story house
Lovely home in a peaceful secure neighborhood. Very easy to find and the instructions for entering the space were excellent. The apartment was exactly as pictured - very comfortable and spacious. We were there for 1 night - the beds were very comfortable & the space was spotless. Highly recommended if traveling through the area.

Beautiful 2 Bedrooms in Mountains w/ full kitchen
Nancy is a responsive host who provides clear instructions and offers local recommendations. The apartment we stayed in worked perfectly for our ski weekend at mount snow with 2 teens. Plenty of room and amenities within to foster a fun and relaxed family weekend. The maple syrup for purchase was a delicious touch. Would definitely stay again if we returned to the area.

Great Downtown, walk to everything
Great space, very conveniently located in town. The host was great, and would definitely stay here again

Apartment on Main Street
We have family in Springfield so staying at Whitney and Alex’s place is perfect for us. It’s spacious and comfortable. This was our second stay and we will definitely be returning.

Cozy Poultney Village Apartment
We had an exceptional stay at this Airbnb! It was perfect for two people with plenty of room. It was so cozy. We loved the Vermont specific decor. The ingredients for pancakes and the basic ingredients in the fridge were a thoughtful touch. I could not recommend staying here more!!!

Waterfront cottage walk-out suite.
Great place ,The cottage is very clean. It has everything we needed and is the perfect place to relax. The view of the pond is beautiful, and we really enjoyed it . It is a very quiet neighborhood , beautiful surroundings and lovely hosts Ed and Peggy is a wonderful, friendly hosts who was so respectful of our space and privacy. I Had a great time with my daughter thankyou Ed and Peggy for sharing your beautiful Gottage with us We look forward to coming back Lamiya

Your home away from home
Really great, efficient, comfortable lodging on a residential street but in good walking distance to restaurants, coop, and shops downtown. Very easy to find and easy instructions, good communication, all around great place to stay, especially given the reasonable rate! Will return!

Beautiful 1 bedroom apartment with balcony
Pascale was a kind and generous host, who was polite, accommodating, and flexible. The house has a unique aesthetic, part Victorian, part historic farmhouse, and all tastefully decorated. My stay was short and off-season (work trip), so unfortunately I didn’t have enough free time to explore. My hope is to stay here again in the future and take advantage of the walkable proximity to restaurants and the endless outdoor options nearby.
Family-friendly apartment rentals

Comfy ski in/out studio at base of Pico-Killington
Apartment was clean including the bathroom, just as described by the listing. The place was very comfortable to stay at.

Dog-Friendly Mtn Escape/AC/Pool/
Great place! We enjoyed our stay so much that we extended it an extra day. Hosts made it super easy to extend.

Bright Ski on/off Condo Full Kitchen-Free Shuttle!
Couldn’t have asked for more. Cozy, clean and such a comfortable place to stay and exactly what was described in the listing. I’ll certainly be booking again! Tricia’s communication was perfect, everything very clear and didn’t have to reach out with extra questions.

Renovated unit, prime location! Shuttle on/Ski off
This was our second time staying at Caitlyn’s condo in Killington, we chose it again for a reason !! The vibe of the condo is super relaxing, the decor is thoughtful and cool. The fire place makes coming back after a day on the slopes so cozy! We love coming to Killington and this condo is so close to the snowshed lot, it’s perfect!

Homey Condo next to Okemo Mt. A/B Quad
Really enjoyed my stay! Amazing to look out the window and see the lift! The place was very clean and comfortable - perfect for my daughter and I to spend a few days! I arrived very late and it was a tiny bit confusing where to park and how to access unit. However, looking back - it’s actually very easy. I took a guess on parking and ended up being correct. In daylight, it made a ton of sense. It would be nice if they added a couple quick check in notes in the welcome email. Hosts were very prompt and clear in their communications! I would definitely stay here again - great way to experience Okemo!

One Bedroom Suite Near Okemo
Excellent apartment in a resort hotel. Well staffed and the property is kept in excellent condition. Highly recommend this host.

Cozy Condo next to Resort * AC and Pool *
Claudia was super responsive and the place was amazing!! Within 5 minutes of a lot of great restaurants and very close to great hiking trails. Would love to come back again!

3-Bedroom Condo in the heart of the Village @Okemo
Korey’s place was really perfect for our stay! It was clean, comfortable, well-appointed, and super convenient to Okemo and all the area restaurants and amenities. And Korey was very kind, helpful and easy to reach if needed. We would definitely stay here again!
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- Stratton Mountain
- Okemo Mountain Resort
- Monadnock State Park
- Pico Mountain Ski Resort
- Pats Peak Ski Area
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Dartmouth Skiway
- Ragged Mountain Resort
- Fort Ticonderoga
- Dorset Field Club
- Hildene, The Lincoln Family Home
- Autumn Mountain Winery
- Bromley Mountain Ski Resort
- Fox Run Golf Club
- Baker Hill Golf Club
- Clarksburg State Park
- Ekwanok Country Club
- Brattleboro Ski Hill
- Hooper Golf Course
- Bretwood Golf Course
- Cozy Cottages & Otter Valley Winery
- Montshire Museum of Science