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 16 – 23

G$26,795 GYD per night

Guest favorite

Guesthouse in Forestville

4.99 out of 5 average rating, 122 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.

Nov 6 – 13

G$27,037 GYD per night

Guest favorite

Guesthouse in Findley Lake

4.94 out of 5 average rating, 125 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.

Aug 5 – 12

G$12,345 GYD per night

Guest favorite

Cottage in Westfield

4.93 out of 5 average rating, 153 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

Nov 23 – 30

G$23,501 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 12 – 19

G$24,552 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.

Apr 24 – May 1

G$21,819 GYD per night

Guest favorite

Apartment in Jamestown

4.96 out of 5 average rating, 411 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 3 – 10

G$32,188 GYD per night

Guest favorite

Chalet in Ripley

4.92 out of 5 average rating, 136 reviews

Sunset Lake Cabin

Newly Renovated! The Sunset Lake Cabin is a beautiful chalet style cabin on a beautiful piece of lakefront property and nestled in the woods. It has a little bit of everything, towering pine trees, amazing lake views and a very quiet relaxing atmosphere. Natural beautiful wood throughout. You’ll think you’re in Napa Valley. Open floor plan sleeping with loft bunks overlooking two story stone fireplace and antler chandelier. Open floor plan sleeps 10.

Feb 13 – 20

G$36,905 GYD per night

Guest favorite

Apartment in Jamestown

4.93 out of 5 average rating, 217 reviews

Fluvanna Grocery, 2 BR Private Apt, Full Kitchen

Our fully furnished, family & pet friendly, lake view apartment is waiting for you. Come enjoy lake views, garden walks, and our open concept, eco living space. The apartment is situated on a quiet street perfect for dog walks & bike rides and conveniently close to restaurants, the highway, and nearby tourist destinations. We will try our best to accommodate reasonable early check ins when requested, dependent on our full-time work schedules.

Oct 6 – 13

G$25,522 GYD per night

Guest favorite

Cottage in Ashville

4.9 out of 5 average rating, 137 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.

Jan 21 – 28

G$17,711 GYD per night

Guest favorite

Home in Westfield

4.99 out of 5 average rating, 501 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.

Sep 24 – Oct 1

G$25,070 GYD per night

Guest favorite

Loft in Jamestown

5.0 out of 5 average rating, 215 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.

Sep 27 – Oct 4

G$29,018 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 Jamestown

4.94 out of 5 average rating, 133 reviews

Like Kottage

Dec 18 – 25

G$23,691 GYD per night

Guest favorite

Home in Lakewood

4.98 out of 5 average rating, 105 reviews

Lodge 33 - Cozy, newly renovated home in Lakewood!

Jan 7 – 14

G$40,356 GYD per night

Guest favorite

Home in Westfield

4.93 out of 5 average rating, 201 reviews

13 Kent

Feb 20 – 27

G$32,943 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

Jun 17 – 24

G$26,734 GYD per night

Guest favorite

Home in Ripley

4.92 out of 5 average rating, 184 reviews

Fisher Farm~a restored farmhouse in wine country!

Feb 26 – Mar 5

G$25,354 GYD per night

Guest favorite

Home in Fredonia

4.97 out of 5 average rating, 138 reviews

CASA BELLA. Charming And Spacious.

Apr 25 – May 2

G$23,094 GYD per night

Guest favorite

Home in Dewittville

4.92 out of 5 average rating, 122 reviews

Chautauqua Lake Bemus Pt wineries fishing boating

May 2 – 9

G$22,376 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$46,599 GYD per night

Show all

Other great vacation rentals in Chautauqua

Guest favorite

Cabin in Sinclairville

4.94 out of 5 average rating, 193 reviews

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

Sep 4 – 11

G$33,477 GYD per night

Guest favorite

Cottage in Lakewood

4.89 out of 5 average rating, 205 reviews

Studio Apartment on the Lake

Jan 30 – Feb 6

G$31,245 GYD per night

Guest favorite

Cottage in Westfield

4.94 out of 5 average rating, 108 reviews

"The Beeches" Peaceful Lake Cottage

Mar 8 – 15

G$37,557 GYD per night

Guest favorite

Apartment in Jamestown

4.86 out of 5 average rating, 230 reviews

Cheby Manor - 1 Bedroom Apartment Kitchen/Bath

Jun 22 – 29

G$13,824 GYD per night

Guest favorite

Apartment in Bemus Point

4.99 out of 5 average rating, 80 reviews

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

Oct 18 – 25

G$28,699 GYD per night

Guest favorite

Apartment in Westfield

4.96 out of 5 average rating, 26 reviews

Quaint Neighborhood Duplex

Dec 23 – 30

G$22,660 GYD per night

Guest favorite

Cabin in Mayville

4.97 out of 5 average rating, 75 reviews

Snug harbor cozy cabin

Nov 7 – 14

G$28,999 GYD per night

Guest favorite

Cottage in Mayville

4.94 out of 5 average rating, 33 reviews

Quaint 1 Bedroom Cottage near Chautauqua

Apr 21 – 28

G$25,354 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$20,896 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

Cabins

Houses

Hotels

Popular amenities for Chautauqua vacation rentals

Stay near Chautauqua's top sights

Other great vacation rentals in Chautauqua

Home in Jamestown

Home in Lakewood

Home in Westfield

Home in Frewsburg

Home in Ripley

Home in Fredonia

Home in Dewittville

Home in Findley Lake

Other great vacation rentals in Chautauqua

Cabin in Sinclairville

Cottage in Lakewood

Cottage in Westfield

Apartment in Jamestown

Apartment in Bemus Point

Apartment in Westfield

Cabin in Mayville

Cottage in Mayville

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