Lakeside Vacation Rentals

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Check prices for these dates

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

Our top choices for Lakeside vacation 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 ￥15,315
￥48,177 total
includes taxes & fees
Jan 6 - Jan 7, 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 ￥19,515
￥31,388 total
includes taxes & fees
Dec 30 - Dec 31
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 ￥19,515
￥31,884 total
includes taxes & fees
Jan 4 - Jan 5, 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 ￥21,857
￥45,871 total
includes taxes & fees
Dec 29 - Dec 30
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 ￥20,296
￥29,687 total
includes taxes & fees
Dec 29 - Dec 30
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 ￥24,790
￥59,449 total
includes taxes & fees
Jan 13 - Jan 14, 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 ￥19,515
￥49,749 total
includes taxes & fees
Dec 26 - Dec 27
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 traveler
The price is ￥39,030
￥54,267 total
includes taxes & fees
Dec 31 - Jan 1, 2026
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 ￥21,545
￥56,956 total
includes taxes & fees
Dec 25 - Dec 26
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 ￥49,178
￥79,557 total
includes taxes & fees
Dec 29 - Dec 30
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 ￥24,979
￥45,286 total
includes taxes & fees
Jan 5 - Jan 6, 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 ￥19,484
￥50,414 total
includes taxes & fees
Jan 4 - Jan 5, 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 ￥18,360
￥48,913 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Hideout Cottage • Near Camps & ELK Ski
House, Private Bathroom, Mountain View (Hale Eddy) | Exterior
Hale Eddy

Hale Eddy

Hale Eddy
2.0 star property
Hancock
The price is ￥25,760
￥53,315 total
includes taxes & fees
Jan 13 - Jan 14, 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 ￥35,127
￥59,018 total
includes taxes & fees
Dec 31 - Jan 1, 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 ￥32,036
￥43,584 total
includes taxes & fees
Dec 25 - Dec 26
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 ￥31,084
￥92,591 total
includes taxes & fees
Dec 31 - Jan 1, 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 ￥25,760
￥49,871 total
includes taxes & fees
Jan 4 - Jan 5, 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 ￥19,515
￥31,884 total
includes taxes & fees
Jan 4 - Jan 5, 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

Rustic and private farmhouse close to Lackawanna State Park, near Elk Mtn Ski

Rustic and private farmhouse close to Lackawanna State Park, near Elk Mtn Ski

10/10 Excellent
"Well appointed home!"
Joyce E. 2-night trip
Posted 5 days ago
Rustic and private farmhouse close to Lackawanna State Park, near Elk Mtn Ski

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:

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Frequently asked questions

Can I find vacation rentals in Lakeside?

Yes, there are vacation rentals close to well known sights in Lakeside, or you can select a more secluded option if you want a relaxing place to stay.

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

Lakefront Luxury Retreat at Crystal Lake– Fire Pit• Fern hall• hiking• Game Room: This vacation home rental near Lakeside is located on a lake and has a fireplace, a balcony, and a barbecue grill 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 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 larger area, you’ll find Snow Bowl and Chippewa.

What’s a vacation rental in Lakeside like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Lakeside. Vacation rentals provide amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a small group gathering.