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12 available vacation rental offers

7 nights
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Chelsea, OK vacation rentals
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Best Vacation rentals and Airbnb offers in Chelsea, OK

Rustic Roost On Main - Chelsea, OK
10 3 reviews
Chelsea, OK
10/23 – 11/03
$122/nighttotal: $1342 (11 )

Rustic Roost On Main

2 4
apartment, Chelsea
This apartment is located on Main Street in Chelsea, OK, steps from historic Route 66 and 45 miles from Tulsa.
This two-bedroom, one-bathroom residence accommodates up to 6 guests, features 12-foot ceilings, abundant natural light, and a fully equipped kitchen with granite countertops and a vintage barware collection.
Cozy 1-bedroom Cabin With A Beautiful Marine Setting! - Chelsea, OK
Chelsea, OK
10/22 – 10/29
$136/nighttotal: $952 (7 )

Cozy 1-bedroom Cabin With A Beautiful Marine Setting!

1 2
cabin, Bushyhead
This Claremore cabin is located in Bushyhead, a short distance from Belvidere Mansion and Will Rogers Dog Iron Ranch and Birthplace Home.
This pet-friendly, 1-bedroom, 1-bathroom retreat accommodates 2 guests and offers air conditioning, internet, and year-round comfort, with easy access to Will Rogers State Park and Totem Pole Park.
Little Barnstead Tiny Home - Chelsea, OK
10 1 review
Chelsea, OK
06/27 – 07/04
$111/nighttotal: $777 (7 )

Little Barnstead Tiny Home

1 2
cabin, White Oak
This Barndominium-style tiny home offers an immersive country living experience in Northeast Oklahoma's picturesque countryside, surrounded by miles of pastureland and featuring access to a large pond and a one-mile hiking path. The 450 sq ft accommodation sleeps four guests and includes a full kitchen, air conditioning, and a private garden, with on-site amenities like a pickleball court, Disc Golf course, and a 5,000 sq ft pet park.
Panther Creek Cabin - Chelsea, OK
10 28 reviews
Chelsea, OK
10/23 – 11/03
$217/nighttotal: $2387 (11 )

Panther Creek Cabin

1 4
cabin, Chelsea
Panther Creek Cabin is located in a rural area near Chelsea, Oklahoma, approximately 10 miles from the town center.
The cabin offers a private bedroom with a queen bed, a sleeping loft with two twin beds, a full kitchen, a bathroom with a walk-in shower, a washer and dryer, wireless internet, and access to 130 acres of private woods, creek, and ponds for hiking and exploring.
The Loft On Main. Cozy 2-bedroom Apartment In Chelsea With All The Amenities. - Chelsea, OK
10 8 reviews
Chelsea, OK
10/22 – 10/29
$121/nighttotal: $847 (7 )

The Loft On Main. Cozy 2-bedroom Apartment In Chelsea With All The Amenities.

2 2
apartment, Chelsea
This Chelsea apartment rental is conveniently located in the downtown district, a short distance from historic Route 66, offering easy access to attractions like the Blue Coyote Winery and Redbud Marina.
This 1190-square-foot, two-bedroom, one-bathroom unit sleeps six and boasts a fully equipped kitchen, in-unit laundry, a terrace, and parking, perfect for families or Route 66 enthusiasts.
Timberwolf Tiny Home - Chelsea, OK
10 1 review
Chelsea, OK
06/27 – 07/04
$118/nighttotal: $826 (7 )

Timberwolf Tiny Home

1 2
apartment, White Oak
This pet-friendly rental is located in a rural area near Big Cabin, 11 minutes by car from Lulabelle's and Blue Coyote Winery.
This one-bedroom, one-bathroom unit offers air conditioning, heating, free Wi-Fi, and a fully equipped kitchen with a microwave and dishwasher, plus complimentary bicycles for exploring nearby Will Rogers State Park and Adair Waterworks.
Main Street Retreat. 2 Bed 1 Bath Apartment - Chelsea, OK
9.8 13 reviews
Chelsea, OK
10/23 – 11/03
$122/nighttotal: $1342 (11 )

Main Street Retreat. 2 Bed 1 Bath Apartment

1 4
apartment, Chelsea
This newly remodeled two-bedroom, one-bathroom apartment is located on Main Street in Chelsea, Oklahoma, directly accessible from historic Route 66, making it ideal for Route 66 enthusiasts.
This pet-friendly rental accommodates up to four guests and features air conditioning, parking, a full kitchen with a dishwasher and microwave, and a full-size washer and dryer.
Rt66 Retreat - Chelsea, OK
10 1 review
Chelsea, OK
06/27 – 07/04
$101/nighttotal: $707 (7 )

Rt66 Retreat

1 2
cabin, White Oak
RT66 Retreat, a tiny home in Northeast Oklahoma's White Oak countryside, offers a peaceful escape.
This one-bedroom, one-bathroom cabin sleeps four, features a microwave and dishwasher, air conditioning, parking, internet access, and a unique nostalgic interior design.
Newly Built Secluded Cabin W/ Loft! - Chelsea, OK
10 15 reviews
Chelsea, OK
10/23 – 11/03
$217/nighttotal: $2387 (11 )

Newly Built Secluded Cabin W/ Loft!

2 4
cabin, Chelsea
This Chelsea, Oklahoma cabin offers pet-friendly lodging near Ascension St. John Nowata hospital, Totem Pole Park, and Blue Coyote Winery, all within 20 miles.
The 650-square-foot house features two bedrooms, one bathroom, and accommodates four guests, boasting a full kitchen, Wi-Fi, a private patio, and a peaceful garden with barbecue grills.
Loft On Main. Cozy, 2 Bdr 1 Ba Apartment - Chelsea, OK
10 65 reviews
Chelsea, OK
10/23 – 11/03
$122/nighttotal: $1342 (11 )

Loft On Main. Cozy, 2 Bdr 1 Ba Apartment

1 4
apartment, Chelsea
This Chelsea apartment rental is conveniently located in the downtown district, offering easy access to historic Route 66.
The two-bedroom, one-bathroom unit sleeps six, features a fully equipped kitchen with dishwasher, in-unit laundry, and a private garden—perfect for families or Route 66 road-trippers.
Luxurious Route 66 Getaway - Chelsea, OK
9.9 28 reviews
Chelsea, OK
10/23 – 11/03
$122/nighttotal: $1342 (11 )

Luxurious Route 66 Getaway

1 4
apartment, Chelsea
This Chelsea apartment rental is conveniently located downtown, steps from historic Route 66.
The two-bedroom, one-bathroom unit sleeps four, featuring a newly renovated kitchen with granite countertops, in-unit laundry, and free Wi-Fi.
Cherry Street Retreat - Chelsea, OK
9.9 21 reviews
Chelsea, OK
10/23 – 11/03
$131/nighttotal: $1441 (11 )

Cherry Street Retreat

1 4
apartment, Chelsea
This fully remodeled home is located in Chelsea, Oklahoma, within walking distance of the iconic Route 66 Underpass, offering easy access to the town's attractions. The two-bedroom, one-bathroom home comfortably sleeps four guests and features a fully equipped kitchen, laundry facilities, a private garden, and parking.

Discover Family-Friendly Vacation Rentals in Chelsea, OK

These kid-friendly vacation rentals in Chelsea, OK keep you close to top city attractions for a stress-free family vacation.

Luxurious Route 66 Getaway - Chelsea, OK
9.9 28 reviews
Chelsea, OK
10/23 – 11/03
$122/nighttotal: $1342 (11 )

Luxurious Route 66 Getaway

1 4
apartment, Chelsea
This Chelsea apartment rental is conveniently located downtown, steps from historic Route 66.
The two-bedroom, one-bathroom unit sleeps four, featuring a newly renovated kitchen with granite countertops, in-unit laundry, and free Wi-Fi.
Main Street Retreat. 2 Bed 1 Bath Apartment - Chelsea, OK
9.8 13 reviews
Chelsea, OK
10/23 – 11/03
$122/nighttotal: $1342 (11 )

Main Street Retreat. 2 Bed 1 Bath Apartment

1 4
apartment, Chelsea
This newly remodeled two-bedroom, one-bathroom apartment is located on Main Street in Chelsea, Oklahoma, directly accessible from historic Route 66, making it ideal for Route 66 enthusiasts.
This pet-friendly rental accommodates up to four guests and features air conditioning, parking, a full kitchen with a dishwasher and microwave, and a full-size washer and dryer.
Newly Built Secluded Cabin W/ Loft! - Chelsea, OK
10 15 reviews
Chelsea, OK
10/23 – 11/03
$217/nighttotal: $2387 (11 )

Newly Built Secluded Cabin W/ Loft!

2 4
cabin, Chelsea
This Chelsea, Oklahoma cabin offers pet-friendly lodging near Ascension St. John Nowata hospital, Totem Pole Park, and Blue Coyote Winery, all within 20 miles.
The 650-square-foot house features two bedrooms, one bathroom, and accommodates four guests, boasting a full kitchen, Wi-Fi, a private patio, and a peaceful garden with barbecue grills.
The Loft On Main. Cozy 2-bedroom Apartment In Chelsea With All The Amenities. - Chelsea, OK
10 8 reviews
Chelsea, OK
10/22 – 10/29
$121/nighttotal: $847 (7 )

The Loft On Main. Cozy 2-bedroom Apartment In Chelsea With All The Amenities.

2 2
apartment, Chelsea
This Chelsea apartment rental is conveniently located in the downtown district, a short distance from historic Route 66, offering easy access to attractions like the Blue Coyote Winery and Redbud Marina.
This 1190-square-foot, two-bedroom, one-bathroom unit sleeps six and boasts a fully equipped kitchen, in-unit laundry, a terrace, and parking, perfect for families or Route 66 enthusiasts.

Best Chelsea, OK vacation rentals with parking

Timberwolf Tiny Home - Chelsea, OK
10 1 review
Chelsea, OK
06/27 – 07/04
$118/nighttotal: $826 (7 )

Timberwolf Tiny Home

1 2
apartment, White Oak
This pet-friendly rental is located in a rural area near Big Cabin, 11 minutes by car from Lulabelle's and Blue Coyote Winery.
This one-bedroom, one-bathroom unit offers air conditioning, heating, free Wi-Fi, and a fully equipped kitchen with a microwave and dishwasher, plus complimentary bicycles for exploring nearby Will Rogers State Park and Adair Waterworks.
Cozy 1-bedroom Cabin With A Beautiful Marine Setting! - Chelsea, OK
Chelsea, OK
10/22 – 10/29
$136/nighttotal: $952 (7 )

Cozy 1-bedroom Cabin With A Beautiful Marine Setting!

1 2
cabin, Bushyhead
This Claremore cabin is located in Bushyhead, a short distance from Belvidere Mansion and Will Rogers Dog Iron Ranch and Birthplace Home.
This pet-friendly, 1-bedroom, 1-bathroom retreat accommodates 2 guests and offers air conditioning, internet, and year-round comfort, with easy access to Will Rogers State Park and Totem Pole Park.
Newly Built Secluded Cabin W/ Loft! - Chelsea, OK
10 15 reviews
Chelsea, OK
10/23 – 11/03
$217/nighttotal: $2387 (11 )

Newly Built Secluded Cabin W/ Loft!

2 4
cabin, Chelsea
This Chelsea, Oklahoma cabin offers pet-friendly lodging near Ascension St. John Nowata hospital, Totem Pole Park, and Blue Coyote Winery, all within 20 miles.
The 650-square-foot house features two bedrooms, one bathroom, and accommodates four guests, boasting a full kitchen, Wi-Fi, a private patio, and a peaceful garden with barbecue grills.
Little Barnstead Tiny Home - Chelsea, OK
10 1 review
Chelsea, OK
06/27 – 07/04
$111/nighttotal: $777 (7 )

Little Barnstead Tiny Home

1 2
cabin, White Oak
This Barndominium-style tiny home offers an immersive country living experience in Northeast Oklahoma's picturesque countryside, surrounded by miles of pastureland and featuring access to a large pond and a one-mile hiking path. The 450 sq ft accommodation sleeps four guests and includes a full kitchen, air conditioning, and a private garden, with on-site amenities like a pickleball court, Disc Golf course, and a 5,000 sq ft pet park.

Frequently Asked Questions about vacation rentals in Chelsea, OK

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Top Vacation Rentals with Balconies in Chelsea, OK

Enjoy stunning views from your private terrace when you book one of these vacation rentals in Chelsea, OK.

The Loft On Main. Cozy 2-bedroom Apartment In Chelsea With All The Amenities. - Chelsea, OK
10 8 reviews
Chelsea, OK
10/22 – 10/29
$121/nighttotal: $847 (7 )

The Loft On Main. Cozy 2-bedroom Apartment In Chelsea With All The Amenities.

2 2
apartment, Chelsea
This Chelsea apartment rental is conveniently located in the downtown district, a short distance from historic Route 66, offering easy access to attractions like the Blue Coyote Winery and Redbud Marina.
This 1190-square-foot, two-bedroom, one-bathroom unit sleeps six and boasts a fully equipped kitchen, in-unit laundry, a terrace, and parking, perfect for families or Route 66 enthusiasts.

Find the Best Dog-Friendly Vacation Rentals in Chelsea, OK

Stay in a pet-friendly vacation rental in Chelsea, OK situated near dog parks and city walks, ensuring a comfortable stay for both you and your pet.

The Loft On Main. Cozy 2-bedroom Apartment In Chelsea With All The Amenities. - Chelsea, OK
10 8 reviews
Chelsea, OK
10/22 – 10/29
$121/nighttotal: $847 (7 )

The Loft On Main. Cozy 2-bedroom Apartment In Chelsea With All The Amenities.

2 2
apartment, Chelsea
This Chelsea apartment rental is conveniently located in the downtown district, a short distance from historic Route 66, offering easy access to attractions like the Blue Coyote Winery and Redbud Marina.
This 1190-square-foot, two-bedroom, one-bathroom unit sleeps six and boasts a fully equipped kitchen, in-unit laundry, a terrace, and parking, perfect for families or Route 66 enthusiasts.
Luxurious Route 66 Getaway - Chelsea, OK
9.9 28 reviews
Chelsea, OK
10/23 – 11/03
$122/nighttotal: $1342 (11 )

Luxurious Route 66 Getaway

1 4
apartment, Chelsea
This Chelsea apartment rental is conveniently located downtown, steps from historic Route 66.
The two-bedroom, one-bathroom unit sleeps four, featuring a newly renovated kitchen with granite countertops, in-unit laundry, and free Wi-Fi.
Newly Built Secluded Cabin W/ Loft! - Chelsea, OK
10 15 reviews
Chelsea, OK
10/23 – 11/03
$217/nighttotal: $2387 (11 )

Newly Built Secluded Cabin W/ Loft!

2 4
cabin, Chelsea
This Chelsea, Oklahoma cabin offers pet-friendly lodging near Ascension St. John Nowata hospital, Totem Pole Park, and Blue Coyote Winery, all within 20 miles.
The 650-square-foot house features two bedrooms, one bathroom, and accommodates four guests, boasting a full kitchen, Wi-Fi, a private patio, and a peaceful garden with barbecue grills.
Main Street Retreat. 2 Bed 1 Bath Apartment - Chelsea, OK
9.8 13 reviews
Chelsea, OK
10/23 – 11/03
$122/nighttotal: $1342 (11 )

Main Street Retreat. 2 Bed 1 Bath Apartment

1 4
apartment, Chelsea
This newly remodeled two-bedroom, one-bathroom apartment is located on Main Street in Chelsea, Oklahoma, directly accessible from historic Route 66, making it ideal for Route 66 enthusiasts.
This pet-friendly rental accommodates up to four guests and features air conditioning, parking, a full kitchen with a dishwasher and microwave, and a full-size washer and dryer.
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