Compare vacation rentals in Chelsea, OK from 100+ sites!
7 available vacation rental offers
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Accommodation type
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Best Vacation rentals and Airbnb offers in Chelsea, OK
Chelsea, OK
06/27 – 07/04
$125/nighttotal: $875 (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.
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.
10 27 reviews
Chelsea, OK
06/27 – 07/04
$99/nighttotal: $693 (7 )
Luxurious Route 66 Getaway
1 2
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.
10 3 reviews
Chelsea, OK
06/27 – 07/04
$99/nighttotal: $693 (7 )
Rustic Roost On Main
2 2
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.
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.
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.
9.9 21 reviews
Chelsea, OK
06/27 – 07/04
$129/nighttotal: $903 (7 )
Cherry Street Retreat
1 2
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.
9.9 21 reviews
Chelsea, OK
06/27 – 07/04
$129/nighttotal: $903 (7 )
Cherry Street Retreat
1 2
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.
10 27 reviews
Chelsea, OK
06/27 – 07/04
$99/nighttotal: $693 (7 )
Luxurious Route 66 Getaway
1 2
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.
Best Chelsea, OK vacation rentals with parking
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.
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.
Chelsea, OK
06/27 – 07/04
$125/nighttotal: $875 (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.
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.
Frequently Asked Questions about vacation rentals in Chelsea, OK
What other towns or cities can be easily accessed from Chelsea, OK?
Chelsea is located in the heart of Oklahoma, so it's easy to get to other towns and cities. Enid is about 45 miles north, and Oklahoma City is about 90 miles east. You can also easily get to Tulsa, which is about an hour and a half drive away.
What are the best Airbnb and vacation rentals in Chelsea, OK?
What time of year is best to rent a vacation rental Chelsea, OK?
The best time to visit Chelsea is in the spring or fall, when the weather is mild. The summers can be hot and humid, and the winters can be cold and snowy. If you're looking to go to the Chelsea Rodeo, that's in the summer.
Oklahoma is known for its barbecue, so you'll find plenty of good barbecue restaurants in Chelsea. There are also several Mexican restaurants in the area, and of course, you can't go wrong with a good old-fashioned burger and fries. If you're looking for something a little more unique, try the fried okra, which is a popular side dish in Oklahoma.
What are the best rentals for families and kids in Chelsea, OK?
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.
10 3 reviews
Chelsea, OK
06/27 – 07/04
$99/nighttotal: $693 (7 )
Rustic Roost On Main
2 2
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.
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.
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.
10 3 reviews
Chelsea, OK
06/27 – 07/04
$99/nighttotal: $693 (7 )
Rustic Roost On Main
2 2
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.
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.
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.
