
Lake house holiday rentals in Lake Waramaug
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Top-rated lakehouse rentals in Lake Waramaug
Guests agree: These lakehouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Lake Waramaug lakehouse rentals
Waterfront lakehouse rentals

Everything on one floor 2 Bdrm/1.5 Bth & Pets Ok
We had a wonderful stay at Allie's cottage on the lake! The home was just as described, super clean with more than everything we needed for a great stay! My husband loves to cook and the kitchen was beautifully stocked and organized. There is so much to do right at the house, we ended up spending most of our time enjoying the lake and the huge yard! Such a wonderful Airbnb with thoughtful touches (welcome basket), yard games and kayaks. So nice to feel right at home! We only wish we would have stayed longer! Thank you for sharing your beautiful cottage on the gorgeous lake!

Lakefront Escape | Private Dock Hot Tub & Views
Although I had difficulty of checking in the house, my family had wonderful and happy memories ! I'll be back for sure!!! Thank you very much!^..^

Direct Lake Access - Priv Dock, Kayaks, EV Charger
Helen’s place is exceptional— on the water, comfortable, fun. Many things to do including fishing and kayaking!

Candlewood Lakefront - Dock, kayaks, Fire Pit
Terrific lakefront property. Host was very helpful and accommodating and made sure we had an amazing weekend. Would highly recommend.

Serenity by Lakefront Cottage!
Definitely recommend will be there another time thanks

Light and Spacious Designer Retreat near Rhinebeck
Really lovely home with gorgeous outdoor space. I thought it looked even better than the photos (which look great)! We visited with two 3yos, and the house was very thoughtfully designed for both the kids and the adults (baby gates, a high chair, nothing breakable on low shelves, etc). We loved the house and would absolutely come back again

15% off, Private pond, BBQ, 4-min to village, AC
Very pleasant stay at very spacious home. Good value and comfortable. You shouldn’t expect a luxury accommodation for this price, but it was well located (short drive to Rheinbeck) and well appointed with supplies and good coffee, which was a nice touch. The outdoors looked wonderful, however, the rainy weather and bugginess made it hard to enjoy. Overall enjoyed our stay!

Beautiful & Fun Waterfront Duplex on the Hudson
We traveled to Nyack for a family wedding and this place was absolutely perfect for what we needed! Plenty of space, beautiful outdoor area overlooking the river, and located close to everything we needed. The rest of my family decided we had the best AirBnB for the wedding weekend! Mia was very responsive when we needed anything. Furthermore, my son left his kindle in the bedroom he slept in and Mia shipped it to us immediately after it was found. We will absolutely be booking here again.
Pet-friendly lake house rentals

The Barn - Rustic Chic Loft, Hotchkiss, Lakes, Ski
Very comfortable house - nice and airy. Great location just outside Lakeville. Highly recommend.

Rustic 3bd Lake Front Country Cottage
Very rustic, private, peaceful kind of like a camp but with air conditioning and excellent wifi. Bald eagle sat over the lake outside. Kayaks were fun. Tons of great hikes and historical things to see. Town of Great Barrington and Sheffield have great antiquing both high and low end. I would go back any time.

Magical Waterfront Escape on the Esopus Creek
This was a 12/10 experience! My girlfriend and I both brought out two pups and loved every second of our stay. Every corner we turned was a new decoration in the house that caught our eye, so creative and fun!! Soaked up the back yard, fire pit, and water! We will definitely be returning!!

Private Dock & Pool - Candlewood Lake
I had such a fantastic experience staying at this Airbnb! The home was exactly as described—clean, cozy, and beautifully decorated. The location was perfect—close to everything I needed, but still quiet and peaceful for a relaxing getaway. Waking up and drinking coffee with the beautiful view of Candlewood lake was breathtaking. The host was incredibly welcoming and responsive. I would definitely stay here again and would recommend anyone to stay here. I would also recommend you to take your boat or even rent one near by,absolutely incredible!!!

Lake House in the Berkshire (Access Dock & Canoe
Nice spot for a short getaway. Enjoyed the canoe access and paddling around the beautiful lake. Clean accommodations, AC, and comfy bed. Very close to Great Barrington.

Private Woodland Sanctuary—3 mins to a lake beach!
this place is magical. my sisters and I have stayed here twice now, for her wedding and now for mine. both times the home has been clean and the overall experience has been wonderful.

Catskills River Cottage - 2BR
Our family had a lovely time at the Creekside Retreat. We arrived to a clean house with clear instructions for entering. Parking was convenient to the front door. We settled in and played scrabble which was provided by the host in the game cabinet. The second day we enjoyed a great breakfast at a local diner and went hiking about 20 miles away at Minnewaska state park. There was also a walking trail much closer we may check out on another trip. There was a park nearby my children walked to play baseball. Our two dogs made themselves at home. The creek was flooded so we weren’t able to enjoy the deck on it or the boat - maybe next time. The hot tub also didn’t work while we were there but we didn’t realize until later in our stay so it may have been a simple solution. The host generously left towels, blankets, and toiletries but we couldn’t find wash cloths. Wood was left out for the fire. Overall, we had what we needed for a great weekend getaway.

Cozy Cottage
Enjoyed our stay and appreciated all of the amenities that were offered. Loved waking to the sound of birds out back.
Private lake house rentals

Hudson Valley Glass-sided Lakehouse
Michael's place was exactly what we needed - beautiful, tranquil and quiet. The lake was great to sit next to and look at. The weather was a little cold so not conducive to swimming but I would have definitely gone for a swim if it were warmer. Instead, we spent a lazy afternoon playing records and reading. The grill was convenient (and clean) - we grilled our dinners both nights. And, of course, there was a cute bunny hopping around in the front without a care in the world!

Stunningly Designed Luxury Home w/ Pool & Hot Tub
We had an amazing relaxing weekend. The beds are comfy, pool heated, quiet serene area. All around perfect weekend getaway. The house was clean and had everything we could have possibly needed.

Enchanted Escape | POOL, LAKE, Concierge Services
I had an incredible experience staying at Sunny's place! From the moment I arrived, everything was exactly as described – clean, comfortable, and thoughtfully set up. Sunny was an outstanding host: friendly, responsive. The location was perfect, the amenities were top-notch, and you can tell that Sunny really cares about his guests’ experience. I truly felt at home during my stay. I would absolutely stay here again and highly recommend Sunny’s Airbnb to anyone looking for a relaxing and hassle-free trip. Thank you, Sunny!

Waterfront Family Retreat on Candlewood Lake
Everything was perfect for my mother’s 90th birthday celebration. Great for 9 people we had but perfect for larger parties too. John and Elizabeth were so helpful in every way with suggestions and answering any questions we had immediately. I highly recommend and look forward to another stay in the future.

Waterfront oasis in heart of Berkshires
The location was peaceful and beautiful with great local restaurants, farms, and hiking. The reservoir was a nice amenity with the kayaks and canoe. The house was well maintained and comfortable with pretty views on the first floor. We enjoyed our stay

Amazing Oasis Private Pool, BBQ, Pool Table.
Glenda was friendly and had great communication from Start to Finish. This was a nice location for a family fun weekend. Although the drive is close enough to stores if you need anything (target/stopnshop/bjs etc), the property is in a quiet and safe neighborhood. The yard is a great place to hang out and relax with the fire pit or have fun in the pool. And when the weather was crappy the pool table and hanging out in the basement den was nice. Everything in the house is labeled and easy to find. We enjoyed the space and would definitely recommend. Thanks again! 😊

Your own private lake + beach, boats & game room!
We had a wonderful week at The Lake House. We enjoyed having the lake all to ourselves for fishing and canoeing. The outdoor spaces there are great and even had a couple of black bears come by for a visit. The kitchen is well equipped with everything you need to make meals for a large group. The fresh cut flowers in the entry, along with the fresh fruit basket and bottle of wine upon arrival were nice little touches that we appreciated.

Greystone at Twin Lakes
The house was even more beautiful and quaint than the photos. The weather was a bit chilly and they made sure the heat was on prior to our arrival. Caring, responsive, and helpful hosts. Definitely recommend.
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- Fairfield Beach
- Yale University
- Six Flags New England
- TPC River Highlands
- Minnewaska State Park Preserve
- Walnut Public Beach
- Thunder Ridge Ski Area
- Woodmont Beach
- Jennings Beach
- Bushnell Park
- Taconic State Park
- Seaside Beach
- Silver Sands Beach
- Sherwood Island State Park
- Calf Pasture Beach
- Hudson Highlands State Park
- Walkway Over the Hudson State Historic Park
- Bash Bish Falls State Park
- Brownstone Adventure Sports Park
- Catamount Mountain Ski Resort
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Rockland Lake State Park
- Wildemere Beach