We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Sterling Vacation Rentals

Destination
Revenue impacts this sort order. Learn more

Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
50 rentals in Sterling.
Romantic Getaway Cabin in the Country, vacation rental in Sterling
Romantic Getaway Cabin in the Country, vacation rental in Sterling
Romantic Getaway Cabin in the Country, vacation rental in Sterling

Romantic Getaway Cabin in the Country

Rental Home
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
The following properties within 20 miles of Sterling match all your filters:
/Your home away from home! One bedroom apt. in 1920's Dutch Colonial. Near COW.., vacation rental in Sterling
/Your home away from home! One bedroom apt. in 1920's Dutch Colonial. Near COW.., vacation rental in Sterling
/Your home away from home! One bedroom apt. in 1920's Dutch Colonial. Near COW.., vacation rental in Sterling

/Your home away from home! One bedroom apt. in 1920's Dutch Colonial. Near COW..

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
New!!!  Great Remodeled 2 Bedroom. Walk to the Square!, vacation rental in Sterling
New!!!  Great Remodeled 2 Bedroom. Walk to the Square!, vacation rental in Sterling
New!!!  Great Remodeled 2 Bedroom. Walk to the Square!, vacation rental in Sterling

New!!! Great Remodeled 2 Bedroom. Walk to the Square!

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Summer's here!  Getaway • Walk to Medina Square •, vacation rental in Sterling
Summer's here!  Getaway • Walk to Medina Square •, vacation rental in Sterling
Summer's here!  Getaway • Walk to Medina Square •, vacation rental in Sterling

Summer's here! Getaway • Walk to Medina Square •

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
The President’s Cottage: Entire Home In Wooster, vacation rental in Sterling
The President’s Cottage: Entire Home In Wooster, vacation rental in Sterling
The President’s Cottage: Entire Home In Wooster, vacation rental in Sterling

The President’s Cottage: Entire Home In Wooster

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Modern Farm House and Barn- 5 ac and Pool/Hot Tub- 24 people- 599 a night!, vacation rental in Sterling
Modern Farm House and Barn- 5 ac and Pool/Hot Tub- 24 people- 599 a night!, vacation rental in Sterling
Modern Farm House and Barn- 5 ac and Pool/Hot Tub- 24 people- 599 a night!, vacation rental in Sterling

Modern Farm House and Barn- 5 ac and Pool/Hot Tub- 24 people- 599 a night!

Rental Home
7 bedrooms
4 bathrooms
Sleeps 24
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Your Home Away From Home l Conveniently Located, vacation rental in Sterling
Your Home Away From Home l Conveniently Located, vacation rental in Sterling
Your Home Away From Home l Conveniently Located, vacation rental in Sterling

Your Home Away From Home l Conveniently Located

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Peaceful, Renovated 3BR Home by Chippewa Lake, vacation rental in Sterling
Peaceful, Renovated 3BR Home by Chippewa Lake, vacation rental in Sterling
Peaceful, Renovated 3BR Home by Chippewa Lake, vacation rental in Sterling

Peaceful, Renovated 3BR Home by Chippewa Lake

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
The Huffman House: Historic & Family Owned, vacation rental in Sterling
The Huffman House: Historic & Family Owned, vacation rental in Sterling
The Huffman House: Historic & Family Owned, vacation rental in Sterling

The Huffman House: Historic & Family Owned

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Small and Cozy Home, vacation rental in Sterling
Small and Cozy Home, vacation rental in Sterling
Small and Cozy Home, vacation rental in Sterling

Small and Cozy Home

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Chippewa Lake Cottage w/ Fire Pit!, vacation rental in Sterling
Chippewa Lake Cottage w/ Fire Pit!, vacation rental in Sterling
Chippewa Lake Cottage w/ Fire Pit!, vacation rental in Sterling

Chippewa Lake Cottage w/ Fire Pit!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
The Coxon House Inn: 3rd floor apartment- The Writer’s Nook, vacation rental in Sterling
The Coxon House Inn: 3rd floor apartment- The Writer’s Nook, vacation rental in Sterling
The Coxon House Inn: 3rd floor apartment- The Writer’s Nook, vacation rental in Sterling

The Coxon House Inn: 3rd floor apartment- The Writer’s Nook

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Pet-Friendly Wooster Vacation Rental with Patio!, vacation rental in Sterling
Pet-Friendly Wooster Vacation Rental with Patio!, vacation rental in Sterling
Pet-Friendly Wooster Vacation Rental with Patio!, vacation rental in Sterling

Pet-Friendly Wooster Vacation Rental with Patio!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Spacious Cottage #7 * Chippewa Lake, vacation rental in Sterling
Spacious Cottage #7 * Chippewa Lake, vacation rental in Sterling
Spacious Cottage #7 * Chippewa Lake, vacation rental in Sterling

Spacious Cottage #7 * Chippewa Lake

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Family haven w/pool close to College of Wooster and downtown, vacation rental in Sterling
Family haven w/pool close to College of Wooster and downtown, vacation rental in Sterling
Family haven w/pool close to College of Wooster and downtown, vacation rental in Sterling

Family haven w/pool close to College of Wooster and downtown

Rental Home
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Brookshore Cottage Sleeps 12 at Chippewa Lake - One Low Price!, vacation rental in Sterling
Brookshore Cottage Sleeps 12 at Chippewa Lake - One Low Price!, vacation rental in Sterling
Brookshore Cottage Sleeps 12 at Chippewa Lake - One Low Price!, vacation rental in Sterling

Brookshore Cottage Sleeps 12 at Chippewa Lake - One Low Price!

Rental Home
5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Minutes from Medina & Akron, Large Modern Cottage, vacation rental in Sterling
Minutes from Medina & Akron, Large Modern Cottage, vacation rental in Sterling
Minutes from Medina & Akron, Large Modern Cottage, vacation rental in Sterling

Minutes from Medina & Akron, Large Modern Cottage

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Cozy, cute home close to College of Wooster and Amish Country, Ohio, vacation rental in Sterling
Cozy, cute home close to College of Wooster and Amish Country, Ohio, vacation rental in Sterling
Cozy, cute home close to College of Wooster and Amish Country, Ohio, vacation rental in Sterling

Cozy, cute home close to College of Wooster and Amish Country, Ohio

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Beautiful Garden Apartment Easy Access to Akron, Cleveland, and Amish Country, vacation rental in Sterling
Beautiful Garden Apartment Easy Access to Akron, Cleveland, and Amish Country, vacation rental in Sterling
Beautiful Garden Apartment Easy Access to Akron, Cleveland, and Amish Country, vacation rental in Sterling

Beautiful Garden Apartment Easy Access to Akron, Cleveland, and Amish Country

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
OHIO BEST 55, vacation rental in Sterling
OHIO BEST 55, vacation rental in Sterling
OHIO BEST 55, vacation rental in Sterling

OHIO BEST 55

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Little White Cottage on Chippewa Lake just steps to the waters edge., vacation rental in Sterling
Little White Cottage on Chippewa Lake just steps to the waters edge., vacation rental in Sterling
Little White Cottage on Chippewa Lake just steps to the waters edge., vacation rental in Sterling

Little White Cottage on Chippewa Lake just steps to the waters edge.

Rental Home
1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Stylish studio apartment in the historic tram power station, vacation rental in Sterling
Stylish studio apartment in the historic tram power station, vacation rental in Sterling
Stylish studio apartment in the historic tram power station, vacation rental in Sterling

Stylish studio apartment in the historic tram power station

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Cozy Lodge Sleeps 13 at Chippewa Lake- 2 Full Baths, Fireplace, Swim/Fish/Boat!, vacation rental in Sterling
Cozy Lodge Sleeps 13 at Chippewa Lake- 2 Full Baths, Fireplace, Swim/Fish/Boat!, vacation rental in Sterling
Cozy Lodge Sleeps 13 at Chippewa Lake- 2 Full Baths, Fireplace, Swim/Fish/Boat!, vacation rental in Sterling

Cozy Lodge Sleeps 13 at Chippewa Lake- 2 Full Baths, Fireplace, Swim/Fish/Boat!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 13
Match: Sleeps
More info
Check in
Check out
As seen on
HolidayLettings.com logo
Affiliated with FlipKey
Historic Streetcar Apartment with Modern Flair, vacation rental in Sterling
Historic Streetcar Apartment with Modern Flair, vacation rental in Sterling
Historic Streetcar Apartment with Modern Flair, vacation rental in Sterling

Historic Streetcar Apartment with Modern Flair

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
The Mercantile near Historic Downtown Wooster. Newly renovated!, vacation rental in Sterling
The Mercantile near Historic Downtown Wooster. Newly renovated!, vacation rental in Sterling
The Mercantile near Historic Downtown Wooster. Newly renovated!, vacation rental in Sterling

The Mercantile near Historic Downtown Wooster. Newly renovated!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Single Family Residence Inn, vacation rental in Sterling
Single Family Residence Inn, vacation rental in Sterling
Single Family Residence Inn, vacation rental in Sterling

Single Family Residence Inn

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Vintage Charm Abounds in Historic Streetcar Power Station Apartment, vacation rental in Sterling
Vintage Charm Abounds in Historic Streetcar Power Station Apartment, vacation rental in Sterling
Vintage Charm Abounds in Historic Streetcar Power Station Apartment, vacation rental in Sterling

Vintage Charm Abounds in Historic Streetcar Power Station Apartment

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Modern Oasis in Historic 1 BR Apt, vacation rental in Sterling
Modern Oasis in Historic 1 BR Apt, vacation rental in Sterling
Modern Oasis in Historic 1 BR Apt, vacation rental in Sterling

Modern Oasis in Historic 1 BR Apt

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Foxlake Farm Guest Suite, vacation rental in Sterling
Foxlake Farm Guest Suite, vacation rental in Sterling
Foxlake Farm Guest Suite, vacation rental in Sterling

Foxlake Farm Guest Suite

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Just 5 miles to the College of Wooster!, vacation rental in Sterling
Just 5 miles to the College of Wooster!, vacation rental in Sterling
Just 5 miles to the College of Wooster!, vacation rental in Sterling

Just 5 miles to the College of Wooster!

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Cozy Home near College of Wooster, vacation rental in Sterling
Cozy Home near College of Wooster, vacation rental in Sterling
Cozy Home near College of Wooster, vacation rental in Sterling

Cozy Home near College of Wooster

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Cozy + comfortable family-friendly home in Orrvile, OH - Heritage House, vacation rental in Sterling
Cozy + comfortable family-friendly home in Orrvile, OH - Heritage House, vacation rental in Sterling
Cozy + comfortable family-friendly home in Orrvile, OH - Heritage House, vacation rental in Sterling

Cozy + comfortable family-friendly home in Orrvile, OH - Heritage House

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Your 2nd Home Away From Home l Prime location, vacation rental in Sterling
Your 2nd Home Away From Home l Prime location, vacation rental in Sterling
Your 2nd Home Away From Home l Prime location, vacation rental in Sterling

Your 2nd Home Away From Home l Prime location

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Upscale Penthouse Apartment by old Streetcar Line, vacation rental in Sterling
Upscale Penthouse Apartment by old Streetcar Line, vacation rental in Sterling
Upscale Penthouse Apartment by old Streetcar Line, vacation rental in Sterling

Upscale Penthouse Apartment by old Streetcar Line

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Home Away from Home, vacation rental in Sterling
Home Away from Home, vacation rental in Sterling
Home Away from Home, vacation rental in Sterling

Home Away from Home

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Chippewa Lake Retreat! Hot Tub!, vacation rental in Sterling
Chippewa Lake Retreat! Hot Tub!, vacation rental in Sterling
Chippewa Lake Retreat! Hot Tub!, vacation rental in Sterling

Chippewa Lake Retreat! Hot Tub!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Beautiful 2BR/2BA Downtown Loft Apartment, vacation rental in Sterling
Beautiful 2BR/2BA Downtown Loft Apartment, vacation rental in Sterling
Beautiful 2BR/2BA Downtown Loft Apartment, vacation rental in Sterling

Beautiful 2BR/2BA Downtown Loft Apartment

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
The Sapphire- dog friendly home in Chippewa Lake, vacation rental in Sterling
The Sapphire- dog friendly home in Chippewa Lake, vacation rental in Sterling
The Sapphire- dog friendly home in Chippewa Lake, vacation rental in Sterling

The Sapphire- dog friendly home in Chippewa Lake

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Stunning 2-bedroom, 2-bath loft with elevator!, vacation rental in Sterling
Stunning 2-bedroom, 2-bath loft with elevator!, vacation rental in Sterling
Stunning 2-bedroom, 2-bath loft with elevator!, vacation rental in Sterling

Stunning 2-bedroom, 2-bath loft with elevator!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Clean, Cozy Lake House For An Upscale Stay, vacation rental in Sterling
Clean, Cozy Lake House For An Upscale Stay, vacation rental in Sterling
Clean, Cozy Lake House For An Upscale Stay, vacation rental in Sterling

Clean, Cozy Lake House For An Upscale Stay

Rental Home
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
A Block off the Square Near Medina Industrial Park, vacation rental in Sterling
A Block off the Square Near Medina Industrial Park, vacation rental in Sterling
A Block off the Square Near Medina Industrial Park, vacation rental in Sterling

A Block off the Square Near Medina Industrial Park

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Lakefront home on Chippewa Lake OH.  Includes kayaks and paddle boards (SUPs)., vacation rental in Sterling
Lakefront home on Chippewa Lake OH.  Includes kayaks and paddle boards (SUPs)., vacation rental in Sterling
Lakefront home on Chippewa Lake OH.  Includes kayaks and paddle boards (SUPs)., vacation rental in Sterling

Lakefront home on Chippewa Lake OH. Includes kayaks and paddle boards (SUPs).

Rental Home
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Fish, Swim, Or Boat On Ohio's Largest Natural Lake. Super Affordable 3 Br, vacation rental in Sterling
Fish, Swim, Or Boat On Ohio's Largest Natural Lake. Super Affordable 3 Br, vacation rental in Sterling
Fish, Swim, Or Boat On Ohio's Largest Natural Lake. Super Affordable 3 Br, vacation rental in Sterling

Fish, Swim, Or Boat On Ohio's Largest Natural Lake. Super Affordable 3 Br

Rental Home
3 bedrooms
2 bathrooms
Sleeps 13
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Spink Street Extended Stay Craftsman Home., vacation rental in Sterling
Spink Street Extended Stay Craftsman Home., vacation rental in Sterling
Spink Street Extended Stay Craftsman Home., vacation rental in Sterling

Spink Street Extended Stay Craftsman Home.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Cozy Wooster Abode Near Ohio Amish Country!, vacation rental in Sterling
Cozy Wooster Abode Near Ohio Amish Country!, vacation rental in Sterling
Cozy Wooster Abode Near Ohio Amish Country!, vacation rental in Sterling

Cozy Wooster Abode Near Ohio Amish Country!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Lovely Countryside Home in Wooster w/ Large Patio!, vacation rental in Sterling
Lovely Countryside Home in Wooster w/ Large Patio!, vacation rental in Sterling
Lovely Countryside Home in Wooster w/ Large Patio!, vacation rental in Sterling

Lovely Countryside Home in Wooster w/ Large Patio!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Lakeside cottage, steps away from the lake, perfect for family and friends, vacation rental in Sterling
Lakeside cottage, steps away from the lake, perfect for family and friends, vacation rental in Sterling
Lakeside cottage, steps away from the lake, perfect for family and friends, vacation rental in Sterling

Lakeside cottage, steps away from the lake, perfect for family and friends

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Oasis in the Woods! Modern home-just mins to I71, I77 & I76 Close to Cleve-Akron, vacation rental in Sterling
Oasis in the Woods! Modern home-just mins to I71, I77 & I76 Close to Cleve-Akron, vacation rental in Sterling
Oasis in the Woods! Modern home-just mins to I71, I77 & I76 Close to Cleve-Akron, vacation rental in Sterling

Oasis in the Woods! Modern home-just mins to I71, I77 & I76 Close to Cleve-Akron

Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Rustic Retreat close to Medina Industrial Parks, vacation rental in Sterling
Rustic Retreat close to Medina Industrial Parks, vacation rental in Sterling
Rustic Retreat close to Medina Industrial Parks, vacation rental in Sterling

Rustic Retreat close to Medina Industrial Parks

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Broadway House *New! 6 BDRM, vacation rental in Sterling
Broadway House *New! 6 BDRM, vacation rental in Sterling
Broadway House *New! 6 BDRM, vacation rental in Sterling

Broadway House *New! 6 BDRM

Rental Home
6 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Showing results 1-50 of 50
Frequently Asked Questions about Sterling