Photo by Lynn Shaffer

Holiday Homes in Town of Diana

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Featured Holiday Homes in Town of Diana

Lakefront Cottage near Adirondacks, Pontoon Boat, Sunroom, 2 Kayaks & Canoe

10.0 out of 10, Exceptional, (34)
"Trout Lake has been an annual summer trip for us for the last 7 years and this house is our favorite rental by far. The cottage is cozy, but well appointed. We love the extensive waterfront in this beautiful cove and spend most of our time on the pontoon, in kayaks, hanging out on the dock or in the game room, and playing in the beautifully clear water. This year there were brand new kayaks to use and a new paddle board! The pontoon is incredibly easy to use and provides tons of fun out on the...
Lakefront Cottage near Adirondacks, Pontoon Boat, Sunroom, 2 Kayaks & Canoe

Quaint whole house, very private , fireplace, pet friendly, 30 min. to ADK park

10.0 out of 10, Exceptional, (7)
"Great spot out in the country. We had dinner and drinks at the Hall Pass tavern, then came back and enjoyed an evening outside by the fire. Great space! Will return, hopefully for a longer stay. "
The price is AU$417
includes taxes & fees
31 Dec - 1 Jan 2025
Quaint whole house, very private , fireplace, pet friendly, 30 min. to ADK park

Peaceful Private Waterfront Home

10.0 out of 10, Exceptional, (56)
"What a beautiful home! The lake was awesome. The house was immaculate. Our hosts laid such a welcome out with snacks and beverages. The recommendations were spot on. DDeserves more then a five star"
Peaceful Private Waterfront Home

Lakefront Cottage on Pleasant Lake - sleeps 10

10.0 out of 10, Exceptional, (2)
"Was very clean nice coffee bar could use some more pots and pans... very accommodating... quiet peaceful the only thing we didn't like was small seating area but, I guess u spend most of your time outside...but wonderful place"
Lakefront Cottage on Pleasant Lake - sleeps 10

Tug Hill Paradise, Copenhagen, NY

8.8 out of 10, Excellent, (8)
"Did what I hoped for, provided beds and much cheaper than motel. Plus, we siblings got to hang out more than a hotel would have allowed. We were gone for most of the days anyway. Lack of reliable wi-fi was a concern for some internet addicts. Having neighbors and a 10 PM curfew was a bit of a damper, as I had concerns about my loud sisters."
Tug Hill Paradise, Copenhagen, NY

Lake Bonaparte 'Fins & Feathers Lodge' w/ Dock!

9.8 out of 10, Exceptional, (34)
"We came to view the total solar eclipse. Jay the owner was communicative and the property was lovely! Incredible views of the lake, secluded and beautiful. The loons at night are transcendent!"
Lake Bonaparte 'Fins & Feathers Lodge' w/ Dock!

Tranquil Fall & Winter Lake House

9.8 out of 10, Exceptional, (22)
"We very much enjoyed our stay and the amenities of the lake house."
Tranquil Fall & Winter Lake House

Cozy Red 1890 Home. Close to Watertown & Fort Drum. No clean fee!

9.8 out of 10, Exceptional, (24)
"Great house in a great town. Short walk to a great playground."
The price is AU$406
includes taxes & fees
2 Dec - 3 Dec
Cozy Red 1890 Home. Close to Watertown & Fort Drum. No clean fee!

Burnash Bungalow - 4 min. to Fort Drum Gate

9.6 out of 10, Exceptional, (5)
"Place is clean and well kept. One thing to consider is the king bed is a hard mattress. "
Burnash Bungalow - 4 min. to Fort Drum Gate

Peaceful Countryside Retreat

9.0 out of 10, Wonderful, (2)
"The accommodations were very nice. Linens and towels good quality. Location good for our event. Furnishings very comfortable for our family. Highly recommend this property."
Peaceful Countryside Retreat

Beautiful cabin on inlet to Cranberry Lake in the peaceful Adirondack mountains.

10.0 out of 10, Exceptional, (26)
"I’m trying to find the right words but all I can think of was a perfect Adirondack experience with our family. I brought a 16’ motorboat which enhanced the value by being able to explore Cranberry lake and it’s breathtaking. Rich was so nice to deal with and actually reached out a month in advance to answer any questions for our upcoming trip which I thought was really helpful. My teenage girls absolutely loved our trip, Especially catching fish right off the dock….This place is a gem. 10/10"
Beautiful cabin on inlet to Cranberry Lake in the peaceful Adirondack mountains.

Adirondack Lakefront Home.. Internet, Private Beach, Boats, Canoe, Kayaks.

9.8 out of 10, Exceptional, (47)
"We love staying at Big Bear Lodge! The house is spacious and comfortable with a great view of the lake from the wide, inviting porch. We enjoy swimming, kayaking, canoeing, fishing, and simply enjoying nature. To end the day nothing is better than sitting around a campfire down by the lake"
Adirondack Lakefront Home.. Internet, Private Beach, Boats, Canoe, Kayaks.

Spacious Wilderness Themed Cabin on Indian River with easy access to Black Lake.

10.0 out of 10, Exceptional, (1)
"We had an excellent vacation in this spacious house with a beautiful view. It was so quiet and relaxing. Loved sleeping in the “nature bedroom” overlooking the river. We enjoyed visting Alex Bay and local wineries as well as just hanging out at the house. "
Spacious Wilderness Themed Cabin on Indian River with easy access to Black Lake.

The absolute perfect state-of-the-art 66-acre retreat! NORWEGIAN WOODS

The absolute perfect state-of-the-art 66-acre retreat! NORWEGIAN WOODS

Waterfront Harrisville Home w/ Outdoor Fireplace!

Waterfront Harrisville Home w/ Outdoor Fireplace!

Beautiful Stillwater Reservior

8.6 out of 10, Excellent, (4)
"We had a great time. The property needs repairs but we weren't looking for perfection. It is a big place and we were able to spread out. The kitchen is great and we spent a lot of time cooking and eating together. The kitchen is well stocked with everything you need to cook or bake. There were plenty of paper products for our week stay. We did have to buy drinking water, not because of the discoloration but because it had a salty taste. But was great when cooking because there was know need to...
Beautiful Stillwater Reservior

The Eagles Nest Lake House

The Eagles Nest Lake House

Le'Mina Lodge A quiet piece of paradise

Le'Mina Lodge A quiet piece of paradise

Eagle’s Nest on the River

Eagle’s Nest on the River

Breezy Knoll Farm

Breezy Knoll Farm
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Town of Diana
Save an average of 15% on thousands of hotels when you're signed in
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.