Book Holiday Homes in Wayland

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Featured Holiday Homes in Wayland

Charming Canandaigua Lake House w/ Deck & Views!

Charming Canandaigua Lake House w/ Deck & Views!

Canandaigua
Located in Canandaigua, this vacation home is in the mountains, a 1-minute drive from Canandaigua Lake and 6 minutes from Heron Hill Winery Tasting Room at ...
Charming Canandaigua Lake House w/ Deck & Views!
Large Lakeview Lodge on Canandaigua Lake

Large Lakeview Lodge on Canandaigua Lake

Rushville
Located in Rushville, this vacation home is on the waterfront, a 1-minute drive from Canandaigua Lake and 6 minutes from Deep Run Beach.
Large Lakeview Lodge on Canandaigua Lake
Secluded home with large deck, foosball table, & W/D - near skiing

Secluded home with large deck, foosball table, & W/D - near skiing

Canandaigua
A stay at this vacation home places you in the heart of Canandaigua, within a 5-minute drive of UR Medicine - F.F. Thompson Hospital and Canandaigua Lake State ...
Secluded home with large deck, foosball table, & W/D - near skiing
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 Stunning 4-bedroom house with AC and WiFi in the quaint town of Hammondsport

Stunning 4-bedroom house with AC and WiFi in the quaint town of Hammondsport

Hammondsport
With a stay at this vacation home in Hammondsport, you'll be a 3-minute walk from Keuka Lake and within a 5-minute drive of Glenn H. Curtiss Museum.
Stunning 4-bedroom house with AC and WiFi in the quaint town of Hammondsport
Retreat of falling waters

Retreat of falling waters

Naples
When you stay at this vacation home in Naples, you'll be on a river, within a 5-minute drive of Naples Community Park Disc Golf Course and Clarks Gully.
Retreat of falling waters
Call of the Bluff: Pet friendly, rural home with amazing views of Keuka Lake!

Call of the Bluff: Pet friendly, rural home with amazing views of Keuka Lake!

Hammondsport
Located in Hammondsport, this vacation home is in a rural location, a 5-minute drive from Glenn H. Curtiss Museum and 5 minutes from Keuka Lake.
Call of the Bluff: Pet friendly, rural home with amazing views of Keuka Lake!
Finger Lakes Getaway in Conesus w/ Dock Access!

Finger Lakes Getaway in Conesus w/ Dock Access!

Conesus
Located in Conesus, this vacation home is on a lake, within a 15-minute drive of Conesus Lake and Strong Memorial Hospital.
Finger Lakes Getaway in Conesus w/ Dock Access!
Suitable for 2 adult couples  or couple with 2 children

Suitable for 2 adult couples or couple with 2 children

Hammondsport
With a stay at this vacation home in Hammondsport, you'll be within a 5-minute drive of Keuka Lake and Glenn H. Curtiss Museum.
Suitable for 2 adult couples or couple with 2 children
Spacious 5 Bedroom 4 Bathroom Home on Conesus Lake with 100 ft of Lakefront

Spacious 5 Bedroom 4 Bathroom Home on Conesus Lake with 100 ft of Lakefront

Livonia
With a stay at this vacation home in Livonia, you'll be on the waterfront, just steps from Conesus Lake and a 2-minute drive from Strong Memorial Hospital.
Spacious 5 Bedroom 4 Bathroom Home on Conesus Lake with 100 ft of Lakefront
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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.

Wayland Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Wayland vacation homes are the perfect way for you to wing it.

Holiday houses in Wayland let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Wayland in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Wayland adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Wayland with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Wayland vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Wayland Holiday Homes essential information

Accommodation
224 Holiday Homes
Lowest Price
AU$175
Highest Price
AU$472
Popular accommodation
Charming Canandaigua Lake House w/ Deck & Views!, Large Lakeview Lodge on Canandaigua Lake, Secluded home with large deck, foosball table, & W/D - near skiing, Stunning 4-bedroom house with AC and WiFi in the quaint town of Hammondsport, Retreat of falling waters, Call of the Bluff: Pet friendly, rural home with amazing views of Keuka Lake!, Finger Lakes Getaway in Conesus w/ Dock Access!, Suitable for 2 adult couples or couple with 2 children , Spacious 5 Bedroom 4 Bathroom Home on Conesus Lake with 100 ft of Lakefront

Top trending hotels in Wayland

The Lake House on Canandaigua

The Lake House on Canandaigua

4.5 out of 5
770 South Main Street, Canandaigua, NY
Fully refundableReserve now, pay when you stay
The price is AU$472 per night from 16 Feb to 17 Feb
AU$472
includes taxes & fees
16 Feb - 17 Feb
Located in Canandaigua, The Lake House on Canandaigua is on the boardwalk/promenade, within a 5-minute walk of Canandaigua City Pier and Canandaigua Lake State ...
The Lake House on Canandaigua
THE GRAPE ESCAPE - OFF GRID CABIN - Wine Trail & Lake View - Pet Friendly!

THE GRAPE ESCAPE - OFF GRID CABIN - Wine Trail & Lake View - Pet Friendly!

Hammondsport
When you stay at this cabin in Hammondsport, you'll be on a lake, within a 5-minute drive of Keuka Lake and Glenn H. Curtiss Museum.
THE GRAPE ESCAPE - OFF GRID CABIN - Wine Trail & Lake View - Pet Friendly!
Hampton Inn Geneseo

Hampton Inn Geneseo

2.5 out of 5
4250 Lakeville Rd, Geneseo, NY
Fully refundableReserve now, pay when you stay
The price is AU$229 per night from 29 Jan to 30 Jan
AU$229
includes taxes & fees
29 Jan - 30 Jan
With a stay at Hampton Inn Geneseo in Geneseo, you'll be 8.3 mi (13.3 km) from Letchworth State Park and 25.2 mi (40.6 km) from Rochester Institute of ...
Hampton Inn Geneseo
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Quality Inn Geneseo

Quality Inn Geneseo

2.5 out of 5
4242 Lakeville Rd, Geneseo, NY
Fully refundableReserve now, pay when you stay
The price is AU$175 per night from 4 Feb to 5 Feb
AU$175
includes taxes & fees
4 Feb - 5 Feb
Located in Geneseo, Quality Inn Geneseo is a 3-minute drive from State University of New York-Geneseo and 7 minutes from National Warplane Museum.
Quality Inn Geneseo
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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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^Subject to availability and chosen travel dates.