Lakeside Holiday Rentals

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Lakeside holiday rentals

Exterior
Handcrafted Riverfront Cabin on 10 acres

Handcrafted Riverfront Cabin on 10 acres

Handcrafted Riverfront Cabin on 10 acres
Starlight
10.0 out of 10, Exceptional, (187)
"Excellent property and great location "
United States
Eric P.
The price is HK$763
HK$2,400 total
includes taxes & fees
6 Jan - 7 Jan 2026
Handcrafted Riverfront Cabin on 10 acres
Property grounds
King Cabin Secluded Romantic Space Near Elk Mountain. Hot Tub, Firepit & Views!

King Cabin Secluded Romantic Space Near Elk Mountain. Hot Tub, Firepit & Views!

King Cabin Secluded Romantic Space Near Elk Mountain. Hot Tub, Firepit & Views!
Thompson
9.8 out of 10, Exceptional, (38)
"We had a lovely stay. The mountain and valley views from the cabin were spectacular. The property was beautifully landscaped and maintained. "
United States
duane r.
The price is HK$972
HK$1,588 total
includes taxes & fees
5 Jan - 6 Jan 2026
King Cabin Secluded Romantic Space Near Elk Mountain. Hot Tub, Firepit & Views!
Property grounds
Jack Cabin Modern Cabin for Families Close to Skiing with Hot Tub and Firepit

Jack Cabin Modern Cabin for Families Close to Skiing with Hot Tub and Firepit

Jack Cabin Modern Cabin for Families Close to Skiing with Hot Tub and Firepit
Thompson
9.4 out of 10, Exceptional, (11)
"Cool place to chilaxx"
United States
Luis R.
The price is HK$972
HK$1,588 total
includes taxes & fees
4 Jan - 5 Jan 2026
Jack Cabin Modern Cabin for Families Close to Skiing with Hot Tub and Firepit
Private kitchen
Watermelon Chateau -12 mins to Elk Mtn- Lake View

Watermelon Chateau -12 mins to Elk Mtn- Lake View

Watermelon Chateau -12 mins to Elk Mtn- Lake View
Greenfield twp
9.6 out of 10, Exceptional, (5)
"Serene scenery, very clean home, our stay was simply excellent."
United States
Ferenc G.
The price is HK$1,089
HK$2,285 total
includes taxes & fees
29 Dec - 30 Dec
Watermelon Chateau -12 mins to Elk Mtn- Lake View
Property grounds
Quiet Lakefront Retreat nestled in the woods.

Quiet Lakefront Retreat nestled in the woods.

Quiet Lakefront Retreat nestled in the woods.
Montrose
10.0 out of 10, Exceptional, (92)
"Awesome stay beautiful lake view, always friendly hosts highly recommend "
United States
Chris W.
The price is HK$1,011
HK$1,479 total
includes taxes & fees
29 Dec - 30 Dec
Quiet Lakefront Retreat nestled in the woods.
Exterior
Angler and Nature's delight - West Branch Delaware

Angler and Nature's delight - West Branch Delaware

Angler and Nature's delight - West Branch Delaware
Hancock
9.6 out of 10, Exceptional, (7)
"We enjoyed the weekend getaway with family. The house was very cozy and the hostess was very kind. Thank you very much. "
United States
Rosa P.
The price is HK$1,283
HK$3,015 total
includes taxes & fees
13 Jan - 14 Jan 2026
Angler and Nature's delight - West Branch Delaware
Exterior
Waterfront Properties vacation rental

Waterfront Properties vacation rental

Waterfront Properties vacation rental
Windsor
9.8 out of 10, Exceptional, (67)
"The house was perfect for our weekend. We appreciated that it was spotless and that the beds were super comfortable. Thank you! "
United States
Ronni
The price is HK$972
HK$2,478 total
includes taxes & fees
26 Dec - 27 Dec
Waterfront Properties vacation rental
Interior
Cozy Cabin built 2024 in Deposit,NY Short walk to best Fly Fishing in Northeast

Cozy Cabin built 2024 in Deposit,NY Short walk to best Fly Fishing in Northeast

Cozy Cabin built 2024 in Deposit,NY Short walk to best Fly Fishing in Northeast
Deposit
10.0 out of 10, Exceptional, (13)
"Beautiful, clean, great care given to the details that make the stay special. The owner is wonderful."
United States
Anonymous traveller
The price is HK$1,944
HK$2,703 total
includes taxes & fees
27 Dec - 28 Dec
Cozy Cabin built 2024 in Deposit,NY Short walk to best Fly Fishing in Northeast
2 bedrooms, desk, free WiFi, bed sheets
2BR Premium Duplex • Close to Ski Adventures

2BR Premium Duplex • Close to Ski Adventures

2BR Premium Duplex • Close to Ski Adventures
Pleasant Mount
9.0 out of 10, Wonderful, (2)
"Would've liked to have more to cook with than just a microwave, other than that the stay was commendable."
United States
Jeremy
The price is HK$1,073
HK$2,879 total
includes taxes & fees
3 Jan - 4 Jan 2026
2BR Premium Duplex • Close to Ski Adventures
Exterior
Experience Lakefront bliss! 3 bedroom chalet near Elk Mountain Ski Area.

Experience Lakefront bliss! 3 bedroom chalet near Elk Mountain Ski Area.

Experience Lakefront bliss! 3 bedroom chalet near Elk Mountain Ski Area.
Lakewood
9.6 out of 10, Exceptional, (123)
"We loved the privacy and enjoyed all the kayaks, boat and canoe. Perfect lake vacation, plan on making it a yearly trip."
United States
CINDY M.
The price is HK$2,449
HK$3,962 total
includes taxes & fees
29 Dec - 30 Dec
Experience Lakefront bliss! 3 bedroom chalet near Elk Mountain Ski Area.
Property grounds
Spacious Winter Retreat w/ Hot Tub, Games, Fire Pit & Scenic Hilltop Views!

Spacious Winter Retreat w/ Hot Tub, Games, Fire Pit & Scenic Hilltop Views!

Spacious Winter Retreat w/ Hot Tub, Games, Fire Pit & Scenic Hilltop Views!
Thompson
10.0 out of 10, Exceptional, (11)
"Perfect place to bring the family for a quiet ski holiday. "
United States
Pamela S.
The price is HK$1,244
HK$2,256 total
includes taxes & fees
8 Jan - 9 Jan 2026
Spacious Winter Retreat w/ Hot Tub, Games, Fire Pit & Scenic Hilltop Views!
Fridge, microwave, oven, stovetop
Vacation Cottage Getaway • Close to Ski Mountain

Vacation Cottage Getaway • Close to Ski Mountain

Vacation Cottage Getaway • Close to Ski Mountain
Pleasant Mount
The price is HK$961
HK$2,500 total
includes taxes & fees
4 Jan - 5 Jan 2026
Vacation Cottage Getaway • Close to Ski Mountain
Exterior
Tioga Townhouse Xmas Holidays 20% Off Stay

Tioga Townhouse Xmas Holidays 20% Off Stay

Tioga Townhouse Xmas Holidays 20% Off Stay
Union Dale
9.4 out of 10, Exceptional, (10)
"Great place!!"
United States
Linda H.
Tioga Townhouse Xmas Holidays 20% Off Stay
Interior
The Hideout Cottage • Near Camps & ELK Ski

The Hideout Cottage • Near Camps & ELK Ski

The Hideout Cottage • Near Camps & ELK Ski
Pleasant Mount
The price is HK$896
HK$2,414 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Hideout Cottage • Near Camps & ELK Ski
Exterior
Hale Eddy

Hale Eddy

Hale Eddy
2.0 star property
Hancock
The price is HK$1,283
HK$2,655 total
includes taxes & fees
13 Jan - 14 Jan 2026
Hale Eddy
Outdoor dining
Hilltop, relax and enjoy nature's aviary atop the Endless Mountains.

Hilltop, relax and enjoy nature's aviary atop the Endless Mountains.

Hilltop, relax and enjoy nature's aviary atop the Endless Mountains.
2.0 star property
Hallstead
9.0 out of 10, Wonderful, (9)
"We needed a place to stay for the 6 of us attending the funeral of our mother and this vintage home was the perfect place for us. It offered tranquil views which was just what we needed. "
United States
Paula M.
The price is HK$1,750
HK$2,940 total
includes taxes & fees
31 Dec - 1 Jan 2026
Hilltop, relax and enjoy nature's aviary atop the Endless Mountains.
Fridge, microwave, oven, stovetop
Forest Hideout Cottage • Nature Haven Close to Ski Adventures

Forest Hideout Cottage • Nature Haven Close to Ski Adventures

Forest Hideout Cottage • Nature Haven Close to Ski Adventures
2.0 star property
Pleasant Mount
The price is HK$1,596
HK$2,171 total
includes taxes & fees
30 Dec - 31 Dec
Forest Hideout Cottage • Nature Haven Close to Ski Adventures
Exterior
Equestrian House Suites

Equestrian House Suites

Equestrian House Suites
3.0 star property
Pleasant Mount
The price is HK$1,548
HK$4,613 total
includes taxes & fees
2 Jan - 3 Jan 2026
Equestrian House Suites
Smart TV, fireplace, books
Charming, private A Frame in the heart of the Endless Mountains.

Charming, private A Frame in the heart of the Endless Mountains.

Charming, private A Frame in the heart of the Endless Mountains.
Nicholson
10.0 out of 10, Exceptional, (2)
"We absolutely loved our stay! The property was beautiful, peaceful, and just what we needed to relax and unwind. Everything was clean and well cared for, and the atmosphere made it easy to disconnect and recharge. Highly recommend!"
United States
Kassandra E.
The price is HK$1,283
HK$2,484 total
includes taxes & fees
4 Jan - 5 Jan 2026
Charming, private A Frame in the heart of the Endless Mountains.
Property grounds
Queen Cabin Modern Cabin Near Skiing, Trails, Firepit, Hot Tub & Stargazing!

Queen Cabin Modern Cabin Near Skiing, Trails, Firepit, Hot Tub & Stargazing!

Queen Cabin Modern Cabin Near Skiing, Trails, Firepit, Hot Tub & Stargazing!
Thompson
10.0 out of 10, Exceptional, (27)
"Very very beautiful sites and the hot tub was a must "
United States
Ethan F.
The price is HK$972
HK$1,588 total
includes taxes & fees
4 Jan - 5 Jan 2026
Queen Cabin Modern Cabin Near Skiing, Trails, Firepit, Hot Tub & Stargazing!
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.
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Top Lakeside Hotel Reviews

Handcrafted Riverfront Cabin on 10 acres

Handcrafted Riverfront Cabin on 10 acres

10/10 Excellent
"The property was beautiful. Lots of privacy and peace. It was very comfortable. Sean was also very nice and communicative. Will definitely consider coming back. "
Anna S. 3-night trip
Posted 4 days ago
Handcrafted Riverfront Cabin on 10 acres

Find out more about Lakeside

Search for holiday rentals in Lakeside on Expedia! You can easily find your home rentals, villas, holiday apartments in Lakeside using one of the methods below:

  • View our selection of featured holiday rentals in Lakeside
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  • Enter your travel dates to view the best deals on holiday rentals in Lakeside while they last

Look no further and take a look at our great range of rental properties in Lakeside!

Frequently asked questions

Can I find holiday rentals in Lakeside?

Yes, there are holiday rentals close to the most popular sights in Lakeside, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Lakeside has to offer?

Lakefront Luxury Retreat at Crystal Lake– Fire Pit• Fern hall• hiking• Game Room: This holiday home rental outside of Lakeside is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What’s there to see and do in Lakeside?

While you're exploring the area, Heart Lake and Acre Pond are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Snow Bowl and Chippewa.

What’s a holiday rental in Lakeside like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Lakeside. Holiday rentals provide amenities like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for a family trip or a small group gathering.