
Kid-friendly vacation rentals in Ludlow
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Top-rated kid-friendly rentals in Ludlow
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Kid-friendly house rentals

Ludlow Lake & Ski Cottage - Adventure Awaits!
This was such a beautiful, peaceful and amazing experience. We had such an amazing time on the paddle boat and kayaks. Super clean, soooo many amenities they really thought of everything! We can’t wait to return!

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!

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
Our time at Eric’s chalet was amazing. The place was beautiful, peaceful, and extremely well maintained. It was perfect for a relaxing weekend getaway. We were in town for a wedding a few towns over, and coming back to this cozy spot after a night of celebrating was just what we needed. Eric was a super accommodating host. We had a family emergency that delayed our arrival, and he kindly gave us a few extra hours at checkout, which we truly appreciated. The home was exactly as pictured and very clean, with thoughtful touches throughout. The kitchen had everything we needed, and we loved unwinding in the hot tub. The laundry was also a big plus. We have already recommended Eric’s place to friends and would absolutely stay here again. Highly recommend!

Okemo Mountain House & Private Hot Tub
Julie’s place is fantastic. Great location close to the grocery store, downtown, and Okemo Mountain Resort. Awesome fireplace. Great kitchen. Gadgets for drying ski gloves/mittens and ski boots were very cool. Highly recommend!

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
A lovely space with everything we needed for a long weekend! The home itself is absolutely beautiful, quiet and surrounded by nature. We were able to relax as well as explore the trails and towns nearby. It was a delight to look out the floor to ceiling windows in the morning and appreciate the tranquility. A perfect place to unwind!
Kid-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

Dog heavenly! Private, beautiful and relaxing.
Our second stay here was great, river was a little higher but we wanted a peaceful weekend with friends and dogs. Apartment was warm given the unseasonable cold weather and we had all the amenities we needed even dog towels for wet pups. Did not see the host during our stay but she was in contact as needed.

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
Cheryl’s place was perfect for us. Nice and roomy with everything we needed and delicious chocolate cookies too! Great location near the center of town.
Kid-friendly condo rentals

Top of the Mill
The condo is in a great location in the center of town. Walkable to all the shops and restaurants. Less than a 5 minute drive to the mountain.

2 BR/2BA Ski In/Ski Out Condo on Okemo- Sleeps 6
This was our second time staying at Lauren's beautiful home, and it certainly won’t be our last! The location is absolutely perfect—right on the mountain, making it incredibly convenient! The condo itself is beautifully appointed and stocked with everything you could possibly need for a comfortable stay. One of our favorite features was the wood-burning fireplace, which added a wonderful touch to our evenings after a long day on the slopes. Lauren is a gracious host, always attentive and ready to help with anything we needed. We recommend her place to all our family and friends and look forward to returning next year for more unforgettable memories! Thank you, Lauren, for another fantastic stay!

Ski Haven: 1-Bed Ski-in/out Condo, Okemo Base Area
Wonderful place with perfect location near slopes. Would definitely stay here again.

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!

Cozy at the Mill
We had a great ski weekend stay at Terri’s condo. She was responsive and accommodating when we made a mistake with our schedule and the condo was just what we needed. Cozy, clean and close to the mountain and downtown Ludlow. Definitely recommend!

Winterplace - Steps away from Slopes
A short walk to the ski slopes. The host was very helpful and proactive recommending where to go to ski based on your skill level. The place is functional and spacious. my favorite two things was proximity to the ski lifts/slopes and very comfortable mattresses/beds. When I ski, I need a nice rest and this place is a great for that. I would recommend this place and I would stay at Andrew's place again. Thank you Andrew for a great vacation!
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- Stratton Mountain
- Okemo Mountain Resort
- Monadnock State Park
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Pats Peak Ski Area
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Ragged Mountain Resort
- Fort Ticonderoga
- Dartmouth Skiway
- Autumn Mountain Winery
- Dorset Field Club
- Baker Hill Golf Club
- Clarksburg State Park
- Hildene, The Lincoln Family Home
- Ekwanok Country Club
- Brattleboro Ski Hill
- Hooper Golf Course
- Bretwood Golf Course
- Cozy Cottages & Otter Valley Winery
- Fox Run Golf Club
- Willard Mountain
- Bromley Mountain Ski Resort