Town of Chautauqua Holiday Rentals: Short-Term Accommodations for Rent

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Our top choices for Town of Chautauqua holiday rentals

A single-story house with a front porch, a small garden, and a driveway.

1. 20 Park-Walk to Everything CHQ-Pets OK-Free Bikes

Chautauqua

Jennifer L.

HK$3,537 total

includes taxes & fees

26 Oct - 27 Oct

A bedroom with a bed, a desk, a chair, a ceiling fan, and a balcony with a view.

2. Premier St Elmo Unit w Large Balcony over Park

Chautauqua

Kristy C.

HK$1,728 total

includes taxes & fees

1 Nov - 2 Nov

A modern living room with a brick accent wall, a sofa, a bed, and a dining area.

3. Cozy Loft-Pet Friendly-Spacious

Mayville

Angela W.

HK$1,834 total

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with a central island, stainless steel appliances, and bar stools.

4. Cozy 2-bedroom condo in beautiful Chautauqua Institution

Chautauqua

HK$3,542 total

includes taxes & fees

27 Oct - 28 Oct

A kitchen with wooden cabinets, stainless steel appliances, a microwave, and a stove.

5. Fall colors, cozy firepits, and perfect family gathering times await on 5 Acres.

Mayville

Joseph D.

HK$4,326 total

includes taxes & fees

26 Oct - 27 Oct

6. Casa Andante - Lakefront Escape

Mayville

Georgann F.

HK$7,925 total

includes taxes & fees

26 Oct - 27 Oct

A spiral staircase with wooden steps and metal railings, leading to an upper level with a skylight.

7. Cozy Lake-View Cottage for 4 · Wine Tasting Included · Pet Friendly

Portland

Dustin T.

HK$2,860 total

includes taxes & fees

25 Oct - 26 Oct

A living room with a stone fireplace, a television, and a dining area in the background.

8. Walk out the door, walk onto the beach!

Dunkirk

Ashley F.

HK$2,542 total

includes taxes & fees

16 Nov - 17 Nov

A kitchen with a central island, bar stools, a hanging light fixture, and a painting on the wall.

9. Step back in time farm house

findley lake

Harry C.

HK$1,179 total

includes taxes & fees

2 Nov - 3 Nov

A modern kitchen with white cabinets, stainless steel appliances, a black countertop, and a wooden floor.

10. Beautiful Wine Trail 2-BR Rental

Westfield

Chihiro

HK$2,019 total

includes taxes & fees

16 Nov - 17 Nov

A modern kitchen with dark cabinetry, a central island, and a dining area with a chair and table.

11. Charming 2BR Cottage · Near Lake Lookout · Wine Tasting Included · Pet Friendly

Portland

Julianne C.

HK$2,860 total

includes taxes & fees

25 Oct - 26 Oct

A wooden deck with benches and a picnic table, a red building with a white door, and trees in the background.

12. Big Beach Fantastic Lakeview Private Lake and Beach Access Close to Wineries

North East

Charles T.

HK$4,918 total

includes taxes & fees

28 Oct - 29 Oct

A modern interior with a living area, kitchen, and dining space, featuring wooden beams, large windows, and a flat-screen TV.

13. Quiet Escape, Peaceful Lake Glimpses

Ashville

Anonymous traveller

HK$2,577 total

includes taxes & fees

25 Oct - 26 Oct

A living room with a sofa, a coffee table, a television, and a bookshelf.

14. 3 bedrooms Cape Cod at an award wining vineyard - Sparkling Ponds Winery

Ripley

Susan Z.

HK$2,608 total

includes taxes & fees

24 Oct - 25 Oct

A modern kitchen with wooden cabinets, stainless steel appliances, and a granite countertop.

15. 3- Bedroom Apartment at an Award Winning Winery

Ripley

Emily Z.

HK$2,745 total

includes taxes & fees

25 Oct - 26 Oct

A living room with a dark-colored sofa, a small side table, and a large window offering a view of trees and the sea.

16. Lakefront Cottage with Spectacular Lake Erie Views near boat launch

Brocton

"My husband and I were looking for a quiet escape, and this charming cottage on Lake Erie delivered in every way. The lake views alone are worth the stay. We couldn't stop staring at the water from the moment we arrived.The space is clean, cozy, and thoughtfully put together. Comfy beds and pillows. The updated bathroom was a nice surprise, and the kitchen had everything we needed!Our favorite moment? Sitting by the fire pit at sunset with our two Yorkies, watching the sky turn pink and orange...

Christina B.

HK$3,946 total

includes taxes & fees

24 Oct - 25 Oct

A spacious living room with a wooden dining table, a sofa, and a staircase with a carpeted handrail.

17. Peek' n Peak, Camelot Loft Condo, Clymer, NY, 250 Yards to Chair 8, Sleeps 14

Clymer

BRETT H.

HK$3,091 total

includes taxes & fees

25 Oct - 26 Oct

A two-story house with a deck, a barbecue grill, and a sofa.

18. Lakefront w Dock-Pets OK-Amazing Views-Large Deck

Chautauqua Lake

Kierstyn I.

HK$1,958 total

includes taxes & fees

26 Oct - 27 Oct

A wooden deck leading to a cabin with a small porch and a flag.

19. Peaceful camp in the woods near North East PA

North East

Christie M.

HK$2,385 total

includes taxes & fees

4 Nov - 5 Nov

A bedroom with a bed, a chandelier, and a window with curtains.

20. Sleeps 5 Fully Equipped Apartment Near Golf Courses

Corry

James

HK$1,300 total

includes taxes & fees

2 Nov - 3 Nov

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Top Town of Chautauqua Hotel Reviews

Webb's Year Round Resort

8/10 Good

"Room was very clean and comfortable! After a long day driving and little sleep the night before the hot tub experience was a welcome delight which they let me use even though it was late at night! Need to use defoamer for hot tub, for I thought I was in an out of control bubble bath LOL. A problem when using swim suits in a hot tub! they hold a lot of soap which turns into volumes of bubbles! Can't be like Europe and be naked! The only negative was a below subpar breakfast which was very sad! Again being spoiled from traveling Europe. Would stay there again due to exceptional pricing!"

Peek'n Peak Resort Trademark Collection by Wyndham

8/10 Good

"The property is a wonderful vibe if you are looking for an older, unique resort that looks like it belongs in a different time period. There are no elevators and the carpets could be updated but that would definitely affect the older feel. Staff is always welcoming as were the fireplaces going as well. The restaurant can be overwhelmingly loud, but you can go to the adjacent room. Outdoor fire pits are a wonderful after hours setting. Morning breakfast is available either in the restaurant or the small cafe next door. Definitely an annual vacation for our family."

Enjoy a 4-bedroom vacation home with 75 feet of lake frontage on Chautauqua Lake

10/10 Excellent

"This was our second year renting here- we enjoyed a full two weeks on the lake. The rooms are comfortable and a very at home feel. The washer and dryer in house are a big plus, to not have to pack as much. The hosts are super friendly and helpful."

Small camper in the country

10/10 Excellent

"Great location and reasonable price for a place to stay near Chautauqua Institute. Exactly as described, this cozy camper in a country setting fit the bill without breaking the bank. We woke up to flash flood warnings in the county and had to wait it out beyond the checkout time. The host graciously accommodated us until the rain let up. If you want a cozy place to stay near Chautauqua, and don’t mind “roughing it” a bit, check it out."

Room 1

Change your mind

Treat yourself

Be picky

Our top choices for Town of Chautauqua holiday rentals

1. 20 Park-Walk to Everything CHQ-Pets OK-Free Bikes

2. Premier St Elmo Unit w Large Balcony over Park

3. Cozy Loft-Pet Friendly-Spacious

4. Cozy 2-bedroom condo in beautiful Chautauqua Institution

5. Fall colors, cozy firepits, and perfect family gathering times await on 5 Acres.

6. Casa Andante - Lakefront Escape

7. Cozy Lake-View Cottage for 4 · Wine Tasting Included · Pet Friendly

8. Walk out the door, walk onto the beach!

9. Step back in time farm house

10. Beautiful Wine Trail 2-BR Rental

11. Charming 2BR Cottage · Near Lake Lookout · Wine Tasting Included · Pet Friendly

12. Big Beach Fantastic Lakeview Private Lake and Beach Access Close to Wineries

13. Quiet Escape, Peaceful Lake Glimpses

14. 3 bedrooms Cape Cod at an award wining vineyard - Sparkling Ponds Winery

15. 3- Bedroom Apartment at an Award Winning Winery

16. Lakefront Cottage with Spectacular Lake Erie Views near boat launch

17. Peek' n Peak, Camelot Loft Condo, Clymer, NY, 250 Yards to Chair 8, Sleeps 14

18. Lakefront w Dock-Pets OK-Amazing Views-Large Deck

19. Peaceful camp in the woods near North East PA

20. Sleeps 5 Fully Equipped Apartment Near Golf Courses

Find holiday rentals that suit your style

Top Town of Chautauqua Hotel Reviews

Webb's Year Round Resort

Hampton Inn & Suites Jamestown

Peek'n Peak Resort Trademark Collection by Wyndham

Holiday Inn Express Hotel & Suites in North East (Erie) by IHG

Fall colors, cozy firepits, and perfect family gathering times await on 5 Acres.

Mayville Getaway w/ Deck: Near Chautauqua Lake!

Modern 300 ft lakefront with pool

Enjoy a 4-bedroom vacation home with 75 feet of lake frontage on Chautauqua Lake

Small camper in the country