Vacation rentals in Kennedy

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Top-rated vacation rentals in Kennedy

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

Guest favorite

Home in Randolph

4.99 out of 5 average rating, 171 reviews

Quiet Convenience

Quiet Convenience 1 mile from I-86 Enjoy the secluded comfort of this rustic retreat close to many area attractions. Nestled in the woods overlooking a large pond with nature at every turn. Enjoy a campfire, fishing, bird watching, snowmobile trails, and skiing. Close to the Amish Trail, and Chautauqua Lake, Allegheny State Park, National Comedy Center, Lucille Ball Museum, Chautauqua Institution, and more! We welcome Sewing/Quilting Retreats, Faith Based Retreats, etc. Come for a visit!

Oct 16 – 23

€ 173 per night
Guest favorite

Cottage in Conewango Valley

5.0 out of 5 average rating, 136 reviews

Romantic Private Cottage/Cabin-Countryside Retreat

Comfy, cozy, romantic; Modern country cottage/cabin. 1 acre of lawn and wooded area. Seasonal outdoor deck/dinning, fire pit. Nestled amongst a quaint Old Order Amish community. Private secluded driveway. Allegany State park, Amish Shops, Jamestown's National Comedy Center, Lucy Desi Museum, Seneca/Allegany Casino, State land hiking trails, Ellicottville-30min. Public creeks, Lake Erie-Wineries, Chautauqua Institution, Chautauqua Lake. No city lights to obscure night skies. Seasonally decorated.

Jul 9 – 16

€ 181 per night
Guest favorite

Home in Ashville

4.92 out of 5 average rating, 215 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 5 – 12

€ 129 per night

Popular amenities for Kennedy vacation rentals

Other great vacation rentals in Kennedy

Guest favorite

Guest suite in Great Valley

4.93 out of 5 average rating, 322 reviews

Comfy studio nestled in the woods (New Listing)

Oct 17 – 24

€ 112 per night
Guest favorite

Home in Lakewood

4.98 out of 5 average rating, 102 reviews

Lodge 33 - Cozy, newly renovated home in Lakewood!

Nov 25 – Dec 2

€ 189 per night
Guest favorite

Apartment in Jamestown

4.95 out of 5 average rating, 143 reviews

A View From Above

Sep 25 – Oct 2

€ 147 per night
Guest favorite

Guest suite in Jamestown

5.0 out of 5 average rating, 18 reviews

Modern apartment retreat in country setting

Sep 15 – 22

€ 96 per night
Superhost

Apartment in Falconer

4.8 out of 5 average rating, 10 reviews

Charming Family Getaway

May 23 – 30

€ 104 per night
Guest favorite

Home in Frewsburg

4.97 out of 5 average rating, 100 reviews

Private log home located on a private hilltop

Oct 5 – 12

€ 128 per night
Superhost

Farm stay in Jamestown

4.81 out of 5 average rating, 54 reviews

Country home w view, 3 bedroom, sleeps 5-6 Private

Dec 15 – 22

€ 117 per night
Guest favorite

Home in Jamestown

4.9 out of 5 average rating, 70 reviews

Quaint 2 bedroom home overlooking bird sanctuary

Apr 30 – May 7

€ 84 per night
Guest favorite

Home in Jamestown

4.94 out of 5 average rating, 85 reviews

Charming 3br family home close to Allen Park

Oct 5 – 12

€ 111 per night
Superhost

Guest suite in Falconer

4.84 out of 5 average rating, 93 reviews

Cozy loft near JCC, Comedy Ctr, Chautauqua Lake

Feb 28 – Mar 7

€ 64 per night
Guest favorite

Apartment in Bemus Point

4.99 out of 5 average rating, 78 reviews

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

Apr 16 – 23

€ 136 per night
Guest favorite

Cabin in Russell

5.0 out of 5 average rating, 35 reviews

Secluded Egypt Hollow Cabin

Jan 21 – 28

€ 163 per night

Destinations to explore

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  5. Kennedy