Lakewood vacation rentals

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Top-rated vacation rentals in Lakewood

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 25 – Feb 1

G$26,728 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.

Jan 6 – 13

G$27,650 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

Beautiful log home situated on a private wooded hilltop in beautiful Frewsburg NY. This is a real get away for people to experience the peace and solitude of life. 30 acres of private woods with an abundance of wildlife to explore. Walking trails for going back to nature with many species of trees and habitat. Regardless of the season adventure is bound to find you. This is the best of country living. Stores and restaurants are located just minutes away in the historic town of Frewsburg

Dec 22 – 29

G$27,951 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 24 – Jul 1

G$14,058 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.

Nov 28 – Dec 5

G$35,195 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

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.

Jul 24 – 31

G$31,992 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.

Sep 24 – Oct 1

G$17,535 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.

Nov 13 – 20

G$25,381 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 5 – 12

G$28,945 GYD per night

Guest favorite

Cottage in Lakewood

4.89 out of 5 average rating, 206 reviews

Studio Apartment on the Lake

This lakefront lot used to have a small cottage and detached garage. The cottage was removed and the garage converted into a studio apartment. This conversion has resulted in the perfect little studio that is modern and comfortable. Combine this unique cozy space with the grassy lot and a pebble beach at the lake's edge - and you have a serene retreat.

Aug 17 – 24

G$29,790 GYD per night

Guest favorite

Guest suite in Bemus Point

4.98 out of 5 average rating, 129 reviews

Lakefront Apt & boat slip, walk/boat/bike to Bemus

Lake Pines Loft private apartment was new in 2021. Walk, or ride our included well-tuned classic bikes to Bemus. Take a quiet paddle in the canoe. Read, sunbathe, fish, or cocktail on a private dock, with mooring provided for your boat up to 25 ft. Private parking for 2 cars and a trailer.

Feb 9 – 16

G$23,460 GYD per night

Guest favorite

Loft in Jamestown

4.98 out of 5 average rating, 168 reviews

Loftz 31-East (Upstairs Apt - Downtown Jamestown)

Welcome to Loftz 31 in Jamestown, N.Y. This modern, upstairs space features a relaxing fireplace, free WiFi, keyless entry, new kitchen/laundry room appliances, a beautiful bedroom with a large dressing room, sleeper sofa in living room and many amenities to make you feel at home.

Jul 26 – Aug 2

G$30,864 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Lakewood vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Lakewood's top sights

Chautauqua Mall11 locals recommend

Walmart Supercenter11 locals recommend

Davidson's Family Restaurant7 locals recommend

Red Lobster3 locals recommend

Lakewood Cinema 88 locals recommend

La Cocina6 locals recommend

Other great vacation rentals in Lakewood

Guest favorite

Guesthouse in Findley Lake

4.94 out of 5 average rating, 125 reviews

Old Schoolhouse Music Cottage

Sep 15 – 22

G$12,314 GYD per night

Guest favorite

Cottage in Conewango Valley

5.0 out of 5 average rating, 139 reviews

Romantic Private Cottage/Cabin-Allegany Park20min.

May 31 – Jun 7

G$35,451 GYD per night

Guest favorite

Apartment in Randolph

4.91 out of 5 average rating, 137 reviews

The Empty Nest ...2nd floor

Aug 29 – Sep 5

G$18,590 GYD per night

Guest favorite

Guesthouse in Forestville

4.99 out of 5 average rating, 123 reviews

Forestville Studio Cabin (Rural Guest Home)

Sep 18 – 25

G$26,969 GYD per night

Guest favorite

Home in Ashville

5.0 out of 5 average rating, 28 reviews

Lovely 2 bedroom 1 bath country cottage on 5 acres

Sep 10 – 17

G$21,204 GYD per night

Guest favorite

Home in Lakewood

5.0 out of 5 average rating, 52 reviews

Beautiful Lake front Home with sunset views

Jan 17 – 24

G$30,363 GYD per night

Guest favorite

Cottage in Ashville

4.98 out of 5 average rating, 44 reviews

Sweet Cottage Suite

May 31 – Jun 7

G$29,638 GYD per night

Guest favorite

Guest suite in Jamestown

5.0 out of 5 average rating, 20 reviews

Modern apartment retreat in country setting

May 14 – 21

G$19,396 GYD per night

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Other great vacation rentals in Lakewood

Guest favorite

Home in Jamestown

5.0 out of 5 average rating, 75 reviews

Cozy Lakefront Cottage

Sep 28 – Oct 5

G$53,938 GYD per night

Guest favorite

Cottage in Lakewood

5.0 out of 5 average rating, 37 reviews

Renovated Lake House w/ Private Dock on 1.5 acres!

Oct 4 – 11

G$54,211 GYD per night

Guest favorite

Cottage in Jamestown

4.94 out of 5 average rating, 32 reviews

Chautauqua Quaint Cottage Near Lake

May 31 – Jun 7

G$28,245 GYD per night

Guest favorite

Home in Bemus Point

5.0 out of 5 average rating, 17 reviews

Blissful Cottage in Bemus Point

Aug 27 – Sep 3

G$26,714 GYD per night

Superhost

Cottage in Lakewood

4.83 out of 5 average rating, 77 reviews

Spacious Cottage With Lake View

Oct 4 – 11

G$27,865 GYD per night

Superhost

Home in Lakewood

4.88 out of 5 average rating, 26 reviews

Unique Find - Year round beautiful Lakewood home!

Feb 18 – 25

G$35,013 GYD per night

Guest favorite

Cabin in Russell

5.0 out of 5 average rating, 40 reviews

Secluded Egypt Hollow Cabin

Dec 24 – 31

G$31,628 GYD per night

Guest favorite

Guesthouse in Ashville

4.94 out of 5 average rating, 32 reviews

Carriage house with dock/slip on Chautauqua Lake

Apr 8 – 15

G$29,123 GYD per night

Show all

Quick stats about vacation rentals in Lakewood

Total rentals
20 properties
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
680 reviews
Nightly prices starting at
G$14,590 GYD before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Lakewood?
Yes! Work meets play with ease at over 10 vacation rentals in Lakewood featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Lakewood have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Lakewood. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Lakewood have wireless internet?
Absolutely! We offer over 10 house rentals with wireless internet in Lakewood. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Lakewood have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Lakewood. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Lakewood?
Lakewood has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Lakewood?
Experience the best of Lakewood with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Lakewood vacation rentals

Top-rated vacation rentals in Lakewood

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Lakewood vacation rentals

Stay near Lakewood's top sights

Other great vacation rentals in Lakewood

Guesthouse in Findley Lake

Cottage in Conewango Valley

Apartment in Randolph

Guesthouse in Forestville

Home in Ashville

Home in Lakewood

Cottage in Ashville

Guest suite in Jamestown

Other great vacation rentals in Lakewood

Home in Jamestown

Cottage in Lakewood

Cottage in Jamestown

Home in Bemus Point

Cottage in Lakewood

Home in Lakewood

Cabin in Russell

Guesthouse in Ashville

Quick stats about vacation rentals in Lakewood

Total rentals

Wifi availability

Rentals with dedicated workspaces

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Lakewood?

Do house rentals in Lakewood have a bbq area?

Do house rentals in Lakewood have wireless internet?

Do house rentals in Lakewood have air conditioning?

Are there family-friendly house rentals in Lakewood?

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

Destinations to explore