Chautauqua vacation rentals

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Top-rated vacation rentals in Chautauqua

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Ashville

4.92 out of 5 average rating, 218 reviews

HEART AND SOUL--Secluded setting overlooking Pond

Relax at this Secluded Setting overlooking the centerpiece HEART shaped fish filled Pond. RE-CREATE or Rest your SOUL in Natures Beauty with Woods and Hiking trails to Roam, OR have a BONFIRE. Lots of Parking for reunion/retreats, Sledders, Equine, or Boaters. PEAK & PEAK Ski/Golf Resort,Several Lakes, State Lands with Hiking, Snowmobile, and Horse Trails just minutes away. ONE Main Bedroom and a Queen Sofa Sleeper in the Family Rm/2nd Bedroom. Fastest WIFI Available. Enclosed Deck. ENJOY ENJOY.

Jan 27 – Feb 3

G$26,744 GYD per night

Guest favorite

Guesthouse in Forestville

4.99 out of 5 average rating, 123 reviews

Forestville Studio Cabin (Rural Guest Home)

Reconnect with nature at our Studio Cabin Guest Home on 5 acres. Nestled along the edge of a creek behind cabin. About 11 miles from Lake Erie and 1hr away from Niagara Falls. 528 yards from Snowmobile trail. 10 mins from Amish Trail and 12 miles to Boutwell Hill State Forest, Hiking, biking, swimming, fishing, tubing, kayaking, snowshoeing, skiing, snowmobiling, state land for hunting, Amish country, wineries. We are currently in the process of logging the property and having it cleaned up.

Feb 16 – 23

G$26,986 GYD per night

Guest favorite

Guesthouse in Findley Lake

4.93 out of 5 average rating, 129 reviews

Old Schoolhouse Music Cottage

7 minutes to skiing and tubing at Peek n Peak or 1 short block to Findley Lake. The boat launch is at the end of the block with a fantastic kayak launch ramp. The cottage is rumored to have been the music room for the old Findley Lake Highschool (main house in front of the cottage). The cottage is directly behind the old school house (where we live). We ski every day in the winter and find it's a super convenient location just down the road from pknpk (6 miles). Town of Mina Permit #17.

Sep 15 – 22

G$12,322 GYD per night

Guest favorite

Cottage in Westfield

4.94 out of 5 average rating, 154 reviews

Kelly Cottage

Comfort and convenience put you within walking distance to Barcelona Harbor and it’s historic lighthouse and centrally located on the Lake Erie Wine trail. Visit many art galleries and studios and attend various festivals throughout the year. For fishermen, opportunities include world class creeks for fly fishing and many charter boats for walleye excursions. Bring your bass boat, as we have plenty of parking. Chautauqua Institution is 15 minutes away. Guys or gals weekend groups welcome

Dec 3 – 10

G$22,404 GYD per night

Guest favorite

Cottage in Ashville

4.94 out of 5 average rating, 112 reviews

Cozy lake property get away

Small cottage ( app. 400 sq ft ) on large lake front parcel. The rental is the rear cottage with very nice lake front view, quiet neighborhood and large yard. Two miles to Bemus point where there are several restaurants and a grocery store. Chautauqua county voted best small golf town by golf digest. National comedy center in Jamestown. Boat rentals near by. Guests have outdoor dining area and a fire pit. There is a large supply of fire wood also. Chautauqua institution 7 minutes.

Oct 24 – 31

G$27,667 GYD per night

Guest favorite

Home in Mayville

4.99 out of 5 average rating, 140 reviews

Your Home Away from Home with No worries at all

Welcome and make yourselves at home. Located in the quaint little village of Mayville. Fully furnished in traditional decor. Chautauqua Lake is a mile away with a Public Boat launch & dock. Nearby things to do include hiking, biking, swimming, canoeing, fishing, golf, museums, and all kinds of shopping. Cleanliness has always been one of our top priorities. Due to COVID-19, our cleaning service has initiated an enhanced cleaning routine and are taking extra care to disinfect our home.

Jun 9 – 16

G$27,133 GYD per night

Guest favorite

Apartment in Jamestown

4.86 out of 5 average rating, 230 reviews

Cheby Manor - 1 Bedroom Apartment Kitchen/Bath

1 bedroom apartment on 1st floor with full kitchen and bath. Queen bed & sleeper sofa to accommodate up to 4. Walking distance to Downtown Jamestown. Available short term or discounted weekly/monthly rates. Pets welcome with a fee, see 'other notes'. Free street parking. There are residents living in other apartments in the building, all friendly and quiet. The building is over 100 years old so it's not modern or fancy, just comfortable and affordable if that's what you're looking for.

Jun 1 – 8

G$12,858 GYD per night

Guest favorite

Apartment in Jamestown

4.96 out of 5 average rating, 413 reviews

Thurston Terrace Apartment in Downtown Jamestown

Our 19th-century row house apartment has been thoughtfully designed to provide a comfortable stay and authentic local experience on your next visit to Jamestown. Perfectly located in the heart of downtown Jamestown, you can easily walk to excellent restaurants, pubs, and boutique shops, including a café and beer + wine lounge right downstairs. Explore the National Comedy Center, visit the Lucille Ball Desi Arnaz Museum, and head to Chautauqua Lake for scenic walks.

Sep 8 – 15

G$34,880 GYD per night

Guest favorite

Cottage in Ashville

4.9 out of 5 average rating, 138 reviews

Hobble Inn

Ray & Patty welcome you to this cozy country style with an eat in kitchen. You can cook farm fresh brown eggs and breakfast items provided. grill out doors enjoying some organic grass fed beef available at Spas farm just up the back road. Relax on the front porch in the glider chairs or sit beside the camp fire at your private fire pit. camp fire wood available. we're located across the road from camp Chautauqua and many attractions nearby.

Mar 21 – 28

G$17,545 GYD per night

Guest favorite

Home in Westfield

4.99 out of 5 average rating, 502 reviews

Westfield Charmer

Charming 2 Bedroom/1 Bath home that has been totally remodeled. Brand new kitchen, appliances, floors, furniture, and more! Home has an open concept kitchen-living room, large bedrooms, huge deck with dining table and extra seating. There is an additional folding single bed if needed in MBR closet. Gas grill. Almost 1/2 acre backyard. Well behaved pets are welcome as are children.

Jan 2 – 9

G$27,300 GYD per night

Guest favorite

Loft in Jamestown

5.0 out of 5 average rating, 216 reviews

Vintage Trolley Station Now Industrial Style Loft

Enjoy a piece of history when you stay in our former trolley station that has been converted into an industrial style loft. Just outside the city limits in a country setting but close to the hospital, local bars/restaurants and the comedy center. The lower portion of the building features a quaint gift shop and across the street is a farm stand with locally grown food.

Mar 7 – 14

G$28,963 GYD per night

Guest favorite

Home in Westfield

4.91 out of 5 average rating, 109 reviews

Jennie's House in the Vineyard

House is located on a working grape farm. About 2 miles from Lake Erie and 10 miles from Chautauqua Lake. Close to wineries and plenty of outdoor space to walk or just relax. Plenty of room for boats in the summer and snowmobiles in the winter. Great location for a family or just friends to get together.

Sep 2 – 9

G$26,968 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Chautauqua vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Chautauqua's top sights

Andriaccio's Restaurant25 locals recommend

Athenaeum Hotel4 locals recommend

Chautauqua Golf Club13 locals recommend

Other great vacation rentals in Chautauqua

Guest favorite

Home in Westfield

4.93 out of 5 average rating, 201 reviews

13 Kent

Feb 12 – 19

G$35,973 GYD per night

Guest favorite

Home in Frewsburg

4.97 out of 5 average rating, 102 reviews

Private log home located on a private hilltop

Feb 1 – 8

G$27,204 GYD per night

Guest favorite

Home in Ripley

4.92 out of 5 average rating, 185 reviews

Fisher Farm~a restored farmhouse in wine country!

Oct 31 – Nov 7

G$25,306 GYD per night

Guest favorite

Home in Lakewood

4.98 out of 5 average rating, 106 reviews

Lodge 33 - Cozy, newly renovated home in Lakewood!

Feb 18 – 25

G$40,310 GYD per night

Guest favorite

Home in Findley Lake

4.97 out of 5 average rating, 259 reviews

Lake Front Home Near Peek'n Peak

Sep 27 – Oct 4

G$46,510 GYD per night

Guest favorite

Home in Bemus Point

4.99 out of 5 average rating, 141 reviews

W.G. Summer House by the Lake

Nov 7 – 14

G$53,883 GYD per night

Guest favorite

Home in Fredonia

4.97 out of 5 average rating, 138 reviews

CASA BELLA. Charming And Spacious.

May 6 – 13

G$23,050 GYD per night

Guest favorite

Home in Randolph

4.99 out of 5 average rating, 174 reviews

Quiet Convenience

Jan 25 – Feb 1

G$35,463 GYD per night

Show all

Other great vacation rentals in Chautauqua

Guest favorite

Apartment in Jamestown

4.95 out of 5 average rating, 144 reviews

A View From Above

Jun 23 – 30

G$25,071 GYD per night

Guest favorite

Cottage in Westfield

4.94 out of 5 average rating, 108 reviews

"The Beeches" Peaceful Lake Cottage

Oct 15 – 22

G$37,485 GYD per night

Guest favorite

Cabin in Sinclairville

4.94 out of 5 average rating, 194 reviews

The A Frame-Cozy cabin, HOT TUB! Nature lovers!

Sep 1 – 8

G$32,767 GYD per night

Guest favorite

Apartment in Jamestown

4.93 out of 5 average rating, 219 reviews

Fluvanna Grocery, 2 BR Private Apt, Full Kitchen

Jul 26 – Aug 2

G$31,899 GYD per night

Guest favorite

Farm stay in Fredonia

4.99 out of 5 average rating, 120 reviews

Arkwright, Cozy Country Farm Stay!

Nov 11 – 18

G$19,292 GYD per night

Guest favorite

Chalet in Ripley

4.92 out of 5 average rating, 136 reviews

Sunset Lake Cabin

Dec 21 – 28

G$43,261 GYD per night

Guest favorite

Apartment in Bemus Point

4.99 out of 5 average rating, 81 reviews

Private in-law suite (without the in-laws)

Jan 19 – 26

G$28,644 GYD per night

Guest favorite

Apartment in Westfield

4.96 out of 5 average rating, 26 reviews

Quaint Neighborhood Duplex

Dec 28 – Jan 4

G$22,617 GYD per night

Show all

Quick stats about vacation rentals in Chautauqua

Total rentals
90 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
370 reviews
Nightly prices starting at
G$20,856 GYD before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Chautauqua?
Yes! Work meets play with ease at over 30 vacation rentals in Chautauqua featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Chautauqua?
Four-legged friends are welcome in Chautauqua. Choose from more than 10 vacation rentals for guests traveling with pets.
Do house rentals in Chautauqua have wifi?
Absolutely! We offer over 30 house rentals with wifi in Chautauqua. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Chautauqua have a bbq area?
Absolutely! We offer over 20 house rentals with a bbq area in Chautauqua. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Chautauqua?
Experience the best of Chautauqua with our house rentals, starting at about $150 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Chautauqua have air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning in Chautauqua. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Chautauqua?
Chautauqua has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there Chautauqua house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 house rentals with pools in Chautauqua, available on Airbnb. Make a splash and soak up the sun in style!

Chautauqua vacation rentals

Top-rated vacation rentals in Chautauqua

Vacation rentals for every style

Houses

Cabins

Hotels

Popular amenities for Chautauqua vacation rentals

Stay near Chautauqua's top sights

Other great vacation rentals in Chautauqua

Home in Westfield

Home in Frewsburg

Home in Ripley

Home in Lakewood

Home in Findley Lake

Home in Bemus Point

Home in Fredonia

Home in Randolph

Other great vacation rentals in Chautauqua

Apartment in Jamestown

Cottage in Westfield

Cabin in Sinclairville

Apartment in Jamestown

Farm stay in Fredonia

Chalet in Ripley

Apartment in Bemus Point

Apartment in Westfield

Quick stats about vacation rentals in Chautauqua

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Chautauqua?

Are there pet-friendly vacation rentals in Chautauqua?

Do house rentals in Chautauqua have wifi?

Do house rentals in Chautauqua have a bbq area?

How much does it cost to stay in house rentals in Chautauqua?

Do house rentals in Chautauqua have air conditioning?

Are there family-friendly house rentals in Chautauqua?

Are there Chautauqua house rentals on Airbnb with pools?

Destinations to explore