Holiday rentals near Midway
We found 326 holiday rentals — enter your dates for availability
Scroll through and discover private holiday rentals close to Midway that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday rentals have the amenities that you need and want for your stay, which might include a garden and Wi-Fi. At the end of the day, you'll find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Midway
Showing deals for:7 Nov - 14 Nov
Image gallery for Book now for Summer! Black Butte Ranch Updated Big Meadow Fairway Cabin.
1010 out of 10 rating
Exceptional
(70 reviews)
Book now for Summer! Black Butte Ranch Updated Big Meadow Fairway Cabin.
Sisters, OR
8% off
Price is S$3,979
S$3,979
S$568 per night
includes taxes & fees
Image gallery for Adorable House that sits on an acre with a wraparound porch.
9.69.6 out of 10 rating
Exceptional
(8 reviews)
Adorable House that sits on an acre with a wraparound porch.
Sisters, OR
7% off
Price is S$3,273
S$3,273
S$468 per night
includes taxes & fees
Image gallery for Large Black Butte Meadow Home With Mountain Views
9.69.6 out of 10 rating
Exceptional
(10 reviews)
Large Black Butte Meadow Home With Mountain Views
Sisters, OR
10% off
Price is S$5,788
S$5,788
S$827 per night
includes taxes & fees
Image gallery for Beautiful Golf Home in Black Butte Ranch Oregon
8.08.0 out of 10 rating
Very good
(15 reviews)
Beautiful Golf Home in Black Butte Ranch Oregon
Sisters, OR
8% off
Price is S$5,358
S$5,358
S$765 per night
includes taxes & fees
Image gallery for Private hot tub & large decks with views of 15th fairway.
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Private hot tub & large decks with views of 15th fairway.
Sisters, OR
7% off
Price is S$4,007
S$4,007
S$572 per night
includes taxes & fees
Image gallery for Golf Course/Lodge Style/large/clean/comfortable/5 BR
1010 out of 10 rating
Exceptional
(41 reviews)
Golf Course/Lodge Style/large/clean/comfortable/5 BR
Sisters, OR
7% off
Price is S$8,585
S$8,585
S$1,226 per night
includes taxes & fees
Image gallery for Beautiful Log home outside of Sisters, OR
1010 out of 10 rating
Exceptional
(21 reviews)
Beautiful Log home outside of Sisters, OR
Sisters, OR
12% off
Price is S$4,184
S$4,184
S$598 per night
includes taxes & fees
Image gallery for Premier Black Butte Golf Course Home w/ hot tub and sauna
1010 out of 10 rating
Exceptional
(156 reviews)
Premier Black Butte Golf Course Home w/ hot tub and sauna
Sisters, OR
6% off
Price is S$6,762
S$6,762
S$966 per night
includes taxes & fees
Image gallery for The Black Beaut Cabin
9.89.8 out of 10 rating
Exceptional
(19 reviews)
The Black Beaut Cabin
Sisters, OR
8% off
Price is S$6,330
S$6,330
S$904 per night
includes taxes & fees
Image gallery for Recently Remodeled Sisters Cabin - Dog Friendly!
1010 out of 10 rating
Exceptional
(32 reviews)
Recently Remodeled Sisters Cabin - Dog Friendly!
Sisters, OR
8% off
Price is S$2,218
S$2,218
S$317 per night
includes taxes & fees
Image gallery for Black Butte Ranch - Spacious house
1010 out of 10 rating
Exceptional
(23 reviews)
Black Butte Ranch - Spacious house
Sisters, OR
7% off
Price is S$13,968
S$13,968
S$1,995 per night
includes taxes & fees
Image gallery for Ideal Black Butte Home
8.68.6 out of 10 rating
Excellent
(21 reviews)
Ideal Black Butte Home
Sisters, OR
8% off
Price is S$7,253
S$7,253
S$1,036 per night
includes taxes & fees
Image gallery for Vacation Home in Sisters, Oregon
9.69.6 out of 10 rating
Exceptional
(89 reviews)
Vacation Home in Sisters, Oregon
Sisters, OR
9% off
Price is S$2,296
S$2,296
S$328 per night
includes taxes & fees
Image gallery for Private Hot Tub and EV charger -- Partridge Foot Cabin at Black Butte Ranch
1010 out of 10 rating
Exceptional
(6 reviews)
Private Hot Tub and EV charger -- Partridge Foot Cabin at Black Butte Ranch
Sisters, OR
8% off
Price is S$3,022
S$3,022
S$432 per night
includes taxes & fees
Image gallery for Enjoy Our Family Friendly Home In Tollgate
1010 out of 10 rating
Exceptional
(208 reviews)
Enjoy Our Family Friendly Home In Tollgate
Sisters, OR
7% off
Price is S$2,070
S$2,070
S$296 per night
includes taxes & fees
Image gallery for Newly remodeled Glaze Meadow home w/2 main suites and rainbow room!
9.89.8 out of 10 rating
Exceptional
(24 reviews)
Newly remodeled Glaze Meadow home w/2 main suites and rainbow room!
Sisters, OR
7% off
Price is S$5,185
S$5,185
S$741 per night
includes taxes & fees
Image gallery for Serene Home on Glaze Meadow - Black Butte Views - Hot Tub - Air Conditioning
9.89.8 out of 10 rating
Exceptional
(20 reviews)
Serene Home on Glaze Meadow - Black Butte Views - Hot Tub - Air Conditioning
Sisters, OR
7% off
Price is S$3,799
S$3,799
S$543 per night
includes taxes & fees
Image gallery for Large Black Butte Home With Private Hot Tub
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Large Black Butte Home With Private Hot Tub
Sisters, OR
11% off
Price is S$4,399
S$4,399
S$628 per night
includes taxes & fees
Image gallery for Cozy Mountain Escape Home with Amazing Views! Pool-Hot tub
1010 out of 10 rating
Exceptional
(43 reviews)
Cozy Mountain Escape Home with Amazing Views! Pool-Hot tub
Sisters, OR
8% off
Price is S$4,303
S$4,303
S$615 per night
includes taxes & fees
Image gallery for Black Butte Mountain Retreat w/ Private Sauna
1010 out of 10 rating
Exceptional
(10 reviews)
Black Butte Mountain Retreat w/ Private Sauna
Sisters, OR
7% off
Price is S$4,088
S$4,088
S$584 per night
includes taxes & fees
Image gallery for Downtown Sisters Modern Home Ideal Location! Dogs!
9.89.8 out of 10 rating
Exceptional
(22 reviews)
Downtown Sisters Modern Home Ideal Location! Dogs!
Sisters, OR
8% off
Price is S$2,362
S$2,362
S$337 per night
includes taxes & fees
Image gallery for Contemporary Cozy Cabin: Bikes, Outdoor Fire Table, and EV Charging
1010 out of 10 rating
Exceptional
(117 reviews)
Contemporary Cozy Cabin: Bikes, Outdoor Fire Table, and EV Charging
Sisters, OR
7% off
Price is S$3,871
S$3,871
S$553 per night
includes taxes & fees
Image gallery for !!!Owner Mngd & Shows! Yrs of Happy Guests! Updates Thru-Out & PRIVATE Hot Tub!
9.89.8 out of 10 rating
Exceptional
(202 reviews)
!!!Owner Mngd & Shows! Yrs of Happy Guests! Updates Thru-Out & PRIVATE Hot Tub!
Sisters, OR
6% off
Price is S$1,753
S$1,753
S$250 per night
includes taxes & fees
Image gallery for Black Butte Ranch-GM on 7th Hole. Major Upgrades! Ranch Favorite!!
1010 out of 10 rating
Exceptional
(83 reviews)
Black Butte Ranch-GM on 7th Hole. Major Upgrades! Ranch Favorite!!
Sisters, OR
7% off
Price is S$5,459
S$5,459
S$780 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Midway
Spacious 6-bed allergy-friendly home with AC - Walk to Glaze Meadow Rec Center
Sleeps 18 · 6 bedrooms · 5 bathrooms
9.49.4 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Premier Black Butte Golf Course Home w/ hot tub and sauna
Sleeps 14 · 5 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
156 reviews(156 reviews)
Resort Amenities in this Black Butte Ranch 4 bedroom, 2 bathroom family and Dog-
Sleeps 10 · 3 bedrooms · 2 bathrooms
5.05.0 out of 10
2 reviews(2 reviews)
!!!Owner Mngd & Shows! Yrs of Happy Guests! Updates Thru-Out & PRIVATE Hot Tub!
Sleeps 6 · 3 bedrooms
9.89.8 out of 10
Exceptionalexceptional
202 reviews(202 reviews)
Pools, Private Hot Tub & Pool Table. Upscale Lodge
Sleeps 14 · 4 bedrooms · 4+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
65 reviews(65 reviews)
NEW - Modern Black Butte Ranch Getaway - 3BR w/ Game Room and Hot Tub
Sleeps 8 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Top rated rentals - Midway
Splendid stay - Marking as a favourite
1010 out of 10
Exceptionalexceptional
89 reviews(89 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value