Chelsea Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Chelsea holiday rentals

10.0 out of 10, Exceptional, (4)
"Super cute, clean and neat location! We loved the donut shop and coffee/bakery! "
United States
Sarah P.
The price is NZ$304
includes taxes & fees
4 Jan - 5 Jan 2026
The Loft on Main. Cozy 2-bedroom apartment in Chelsea with all the amenities.
10.0 out of 10, Exceptional, (13)
"Very nice, clean, secluded, cozy"
United States
Arin B.
The price is NZ$514
includes taxes & fees
16 Jan - 17 Jan 2026
Newly Built Secluded Cabin w/ Loft!

Mobile Home in Big Cabin

Shadow Ridge Tiny Home
10.0 out of 10, Exceptional, (3)
"Nice place. Private and close to lake. Will be staying again soon. "
United States
Joel W.
The price is NZ$418
includes taxes & fees
6 Jan - 7 Jan 2026
Shadow Ridge Tiny Home
3.5 star property
10.0 out of 10, Exceptional, (17)
"Wonderful stay"
United States
Kathryn
The price is NZ$168
includes taxes & fees
27 Dec - 28 Dec
Charming Farmhouse Loft with access to hot tub.

Apartment in Big Cabin

Romantic Stary Night Getaway
10.0 out of 10, Exceptional, (1)
"Cute and peaceful setting. Would stay again."
United States
Katie C.
The price is NZ$418
includes taxes & fees
6 Jan - 7 Jan 2026
Romantic Stary Night Getaway
9.8 out of 10, Exceptional, (18)
"It was peaceful and quiet perfect for me and my family to have a few days together an relax"
United States
Zulma W.
The price is NZ$424
includes taxes & fees
30 Dec - 31 Dec
Away from the bustle of the city, close to the lake, perfect for families
9.2 out of 10, Wonderful, (5)
"Nice and quiet and close to town. Very satisfied with my stay there. "
United States
Joel W.
The price is NZ$418
includes taxes & fees
6 Jan - 7 Jan 2026
Tranquil Cottage at Redbud Tiny Home Resort
10.0 out of 10, Exceptional, (1)
"Fantastic property on the south end of the lake. Had a group of friends in that was a little large for my house. Put overflow people here. Everything was great. Property owners were amazing. Can’t go wrong here. "
United States
Eddie F.
The price is NZ$972
includes taxes & fees
28 Dec - 29 Dec
Lake View Family Retreat - Arcade • Fire Pit • BBQ
10.0 out of 10, Exceptional, (8)
"Very nice! Very impressed with the setting. Beautiful stay for the evening!"
United States
Krysti M.
The price is NZ$431
includes taxes & fees
27 Dec - 28 Dec
Harvest Hill Silo - Home on Route 66, 5 acre Fishing Pond
2.0 star property
The price is NZ$270
includes taxes & fees
29 Dec - 30 Dec
Peaceful cabin near Grand Lake and Disney on big lot
9.2 out of 10, Wonderful, (10)
"Charming house, super clean, would definitely stay again!"
United States
Martin f.
The price is NZ$452
includes taxes & fees
4 Jan - 5 Jan 2026
Goldfinch Guesthouse: Charming Family Home Near Lake & Downtown Claremore
10.0 out of 10, Exceptional, (15)
"The place is amazing. Would stay here again anytime "
United States
Iliya B.
The price is NZ$1,020
includes taxes & fees
4 Jan - 5 Jan 2026
Lake Hudson Grand Lodge - 3 bed 2.5 bath Log Home
8.8 out of 10, Excellent, (15)
"Perfect and cozy little spot, centrally located and clean."
United States
Shelby T.
The price is NZ$296
includes taxes & fees
21 Jan - 22 Jan 2026
3 Bed 1 Bath Home Conveniently located in the heart of Pryor
2.0 star property
The price is NZ$352
includes taxes & fees
28 Dec - 29 Dec
Adorable 2-bedroom house with AC in charming Pryor

Mobile Home in Big Cabin

RT66 Retreat Nostalgic Holiday
The price is NZ$368
includes taxes & fees
27 Dec - 28 Dec
RT66 Retreat Nostalgic Holiday
The price is NZ$418
includes taxes & fees
6 Jan - 7 Jan 2026
Holiday Romantic Getaway in the country
The price is NZ$418
includes taxes & fees
6 Jan - 7 Jan 2026
Heartland Ranch Couples Winter Getaway

Apartment in Big Cabin

Sunrise Haven Tiny Home
Sunrise Haven Tiny Home

Mobile Home in Big Cabin

Romantic Country Hideaway
2.0 star property
The price is NZ$447
includes taxes & fees
6 Jan - 7 Jan 2026
Romantic Country Hideaway
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Chelsea Hotel Reviews

Find out more about Chelsea

Everything you need to know about Chelsea holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chelsea holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chelsea holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Chelsea holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chelsea. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chelsea holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chelsea holiday rentals we have selected for you start as low as NZ$168 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chelsea rentals

At Expedia, we put the best Chelsea holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chelsea rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chelsea holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chelsea. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Chelsea?

Yes, there are holiday rentals close to the most popular sights in Chelsea, or you can select a more secluded option if you're looking for a relaxing stay. Chelsea is known for its festivals and shopping.

What are some of the best holiday rentals that Chelsea has to offer?

Private Waterfall Paradise! May Specials! See listing for details!: This holiday home rental outside of Chelsea is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

What’s there to see and do in Chelsea?

Enjoy the area's cultural attractions such as Totem Pole Park, or get outdoors into nature at a spot like Claremore Lake Park. Lulabelle's and Will Rogers Dog Iron Ranch and Birthplace Home are a couple of places you'll find in the wider area.

What’s a holiday rental in Chelsea like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chelsea. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a small group gathering.