Downtown Bend vacation rentals
We found 250 vacation rentals — enter your dates for availability
Discover a selection of vacation rentals in Downtown Bend that are perfect for your trip. Whether you’re staying in a vacation home with family or friends, you'll have the amenities you expect and more, including WiFi and parking. Whatever you're looking for, you'll find a rental that has what everyone needs, including accessible or non-smoking choices.
Vacation rentals with weekly discounts - Downtown Bend
Showing deals for:Nov 28 - Dec 5
Image gallery for Bungalow Blue- Walk 1 Blk to Food & Shops, 2 Gas Fireplaces, 100+mbps Wifi
9.69.6 out of 10 rating
Exceptional
(168 reviews)
Bungalow Blue- Walk 1 Blk to Food & Shops, 2 Gas Fireplaces, 100+mbps Wifi
Bend, OR
8% off
Price is $269
$269
$1,881 for 7 nights
$1,881 for 7 nights
All fees included
Image gallery for Cozy Craftsman in awesome location
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Cozy Craftsman in awesome location
Bend, OR
12% off
Price is $249
$249
$1,742 for 7 nights
$1,742 for 7 nights
All fees included
Image gallery for Sweet Bella Bird-Salt Hot Tub, Fireplace, Bikes, 100+mbps Wifi, AC, So walkable!
1010 out of 10 rating
Exceptional
(103 reviews)
Sweet Bella Bird-Salt Hot Tub, Fireplace, Bikes, 100+mbps Wifi, AC, So walkable!
Bend, OR
8% off
Price is $296
$296
$2,075 for 7 nights
$2,075 for 7 nights
All fees included
Image gallery for Modern cottage charm & walk to Downtown Bend
9.49.4 out of 10 rating
Exceptional
(19 reviews)
Modern cottage charm & walk to Downtown Bend
Bend, OR
8% off
Price is $275
$275
$1,922 for 7 nights
$1,922 for 7 nights
All fees included
Image gallery for Stunning Historic Home on Bend's West Side
8.88.8 out of 10 rating
Excellent
(8 reviews)
Stunning Historic Home on Bend's West Side
Bend, OR
8% off
Price is $648
$648
$4,537 for 7 nights
$4,537 for 7 nights
All fees included
Image gallery for First Street Rapids and River Trail
9.89.8 out of 10 rating
Exceptional
(27 reviews)
First Street Rapids and River Trail
Bend, OR
8% off
Price is $191
$191
$1,340 for 7 nights
$1,340 for 7 nights
All fees included
Image gallery for Riverfront LUXE- Private Waterfront Retreat, 4 Fireplaces, Salt Hot Tub, Dock
1010 out of 10 rating
Exceptional
(32 reviews)
Riverfront LUXE- Private Waterfront Retreat, 4 Fireplaces, Salt Hot Tub, Dock
Bend, OR
8% off
Price is $693
$693
$4,853 for 7 nights
$4,853 for 7 nights
All fees included
Image gallery for Downtown Craftsman with King Bed and Private Yard - Walk Everywhere
1010 out of 10 rating
Exceptional
(33 reviews)
Downtown Craftsman with King Bed and Private Yard - Walk Everywhere
Bend, OR
13% off
Price is $297
$297
$2,078 for 7 nights
$2,078 for 7 nights
All fees included
Image gallery for Mckay Getaway, between Drake Park/Miller's Landing
1010 out of 10 rating
Exceptional
(10 reviews)
Mckay Getaway, between Drake Park/Miller's Landing
Bend, OR
8% off
Price is $233
$233
$1,629 for 7 nights
$1,629 for 7 nights
All fees included
Image gallery for Location! Historical District Downtown - Walk everywhere, new 4 Bedroom, 3 Bath
8.88.8 out of 10 rating
Excellent
(8 reviews)
Location! Historical District Downtown - Walk everywhere, new 4 Bedroom, 3 Bath
Bend, OR
8% off
Price is $697
$697
$4,882 for 7 nights
$4,882 for 7 nights
All fees included
Image gallery for Federal- AC, In the Heart of Walkable Westside Bend
9.89.8 out of 10 rating
Exceptional
(152 reviews)
Federal- AC, In the Heart of Walkable Westside Bend
Bend, OR
8% off
Price is $218
$218
$1,526 for 7 nights
$1,526 for 7 nights
All fees included
Image gallery for Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
1010 out of 10 rating
Exceptional
(39 reviews)
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
Bend, OR
8% off
Price is $196
$196
$1,372 for 7 nights
$1,372 for 7 nights
All fees included
Image gallery for Elderberry- Salt Hot Tub, Wood Fireplace, 100+mbps Wifi, Walkable to Downtown
9.89.8 out of 10 rating
Exceptional
(51 reviews)
Elderberry- Salt Hot Tub, Wood Fireplace, 100+mbps Wifi, Walkable to Downtown
Bend, OR
8% off
Price is $280
$280
$1,960 for 7 nights
$1,960 for 7 nights
All fees included
Image gallery for Heart of Bend-Walkable, Ping Pong, Billards
9.49.4 out of 10 rating
Exceptional
(16 reviews)
Heart of Bend-Walkable, Ping Pong, Billards
Bend, OR
9% off
Price is $319
$319
$2,235 for 7 nights
$2,235 for 7 nights
All fees included
Image gallery for Bernhard Justice- Salt Hot Tub, 100+ Wifi, Gas Firepl, EV plug, Walkable!
1010 out of 10 rating
Exceptional
(115 reviews)
Bernhard Justice- Salt Hot Tub, 100+ Wifi, Gas Firepl, EV plug, Walkable!
Bend, OR
8% off
Price is $309
$309
$2,162 for 7 nights
$2,162 for 7 nights
All fees included
Image gallery for Hillside Haven: Tranquil NW Studio Near the River
1010 out of 10 rating
Exceptional
(16 reviews)
Hillside Haven: Tranquil NW Studio Near the River
Bend, OR
13% off
Price is $137
$137
$956 for 7 nights
$956 for 7 nights
All fees included
Image gallery for Riverside Condo- Sweet & Sunny, AC, 100+mbps Wifi, Top Floor, 3 blks to Bend
9.69.6 out of 10 rating
Exceptional
(43 reviews)
Riverside Condo- Sweet & Sunny, AC, 100+mbps Wifi, Top Floor, 3 blks to Bend
Bend, OR
8% off
Price is $139
$139
$971 for 7 nights
$971 for 7 nights
All fees included
Image gallery for Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown
9.89.8 out of 10 rating
Exceptional
(77 reviews)
Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown
Bend, OR
8% off
Price is $250
$250
$1,753 for 7 nights
$1,753 for 7 nights
All fees included
Image gallery for West Side Hill House with View Walking Distance to Downtown & Recently Remodeled
1010 out of 10 rating
Exceptional
(34 reviews)
West Side Hill House with View Walking Distance to Downtown & Recently Remodeled
Bend, OR
7% off
Price is $298
$298
$2,086 for 7 nights
$2,086 for 7 nights
All fees included
Image gallery for LOCATION! WALK TO DOWNTOWN AND OLD MILL - ONE BEDROOM ONE BLOCK FROM THE RIVER
1010 out of 10 rating
Exceptional
(85 reviews)
LOCATION! WALK TO DOWNTOWN AND OLD MILL - ONE BEDROOM ONE BLOCK FROM THE RIVER
Bend, OR
9% off
Price is $121
$121
$845 for 7 nights
$845 for 7 nights
All fees included
Image gallery for RIVERFRONT COTTAGE EPIC WALKABLE LOCATION ON RIVER
1010 out of 10 rating
Exceptional
(195 reviews)
RIVERFRONT COTTAGE EPIC WALKABLE LOCATION ON RIVER
Bend, OR
9% off
Price is $514
$514
$3,597 for 7 nights
$3,597 for 7 nights
All fees included
Image gallery for Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo
1010 out of 10 rating
Exceptional
(311 reviews)
Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo
Bend, OR
10% off
Price is $181
$181
$1,270 for 7 nights
$1,270 for 7 nights
All fees included
Image gallery for Blue Spruce Guesthouse - Walkable to river trail and downtown Bend
1010 out of 10 rating
Exceptional
(26 reviews)
Blue Spruce Guesthouse - Walkable to river trail and downtown Bend
Bend, OR
8% off
Price is $120
$120
$840 for 7 nights
$840 for 7 nights
All fees included
Image gallery for 1 Mile to Downtown. Charming, Comfortable And Very Spacious. Come Enjoy Bend.
9.89.8 out of 10 rating
Exceptional
(89 reviews)
1 Mile to Downtown. Charming, Comfortable And Very Spacious. Come Enjoy Bend.
Bend, OR
8% off
Price is $116
$116
$812 for 7 nights
$812 for 7 nights
All fees included
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Downtown Bend
Downtown Craftsman with King Bed and Private Yard - Walk Everywhere
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
33 reviews(33 reviews)
Cozy Cabin Directly on Mirror Pond - Deschutes River!
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
113 reviews(113 reviews)
Luxury Rooftop Condo in the Heart of Downtown Bend, Cascade Mountain views
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
311 reviews(311 reviews)
Charming family friendly cabin with Hot Tub and outdoor fire ring
Sleeps 10 · 4 bedrooms · 1 bathroom
8.68.6 out of 10
Excellentexcellent
24 reviews(24 reviews)
Modern cottage charm & walk to Downtown Bend
Sleeps 6 · 3 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
19 reviews(19 reviews)
Top rated rentals - Downtown Bend
Cosy and convenient
1010 out of 10
Exceptionalexceptional
311 reviews(311 reviews)
Short walk to everyting. Would book again
SUSAN C.
Stayed Aug 2025
Great location
1010 out of 10
Exceptionalexceptional
280 reviews(280 reviews)
One direction close to downtown. The other direction close to bars and food spots. Quiet also!!
samuel h.
Stayed Aug 2025
Great location
1010 out of 10
Exceptionalexceptional
85 reviews(85 reviews)
This property had a great location for walking to dinner, bars, and the store. Also a great location for many outdoor activities, which is why we traveled there. The accommodation was very nice and clean and came with everything we could ever need. Having a wine cooler and towels were a great perk! Always nice to have a smart TV for winding down after a busy day as well.
Leah N.
Stayed Aug 2025
Great spot by the river!
1010 out of 10
Exceptionalexceptional
28 reviews(28 reviews)
This place is special!Everything was in top shape and extremely comfortable. The location was near the river and allows a beautiful walk to town.The hosts were excellent!
Susan and DJ J.
Stayed Jul 2025
Amazing location
1010 out of 10
Exceptionalexceptional
203 reviews(203 reviews)
We loved this bungalow! Great location, walking distance to everything! So incredibly clean, all the amenities you need! Would definitely book again!
Jamie H.
Stayed Jun 2025
Great location
1010 out of 10
Exceptionalexceptional
174 reviews(174 reviews)
Third time here. Always top notch. Will definitely be back again !
Timothy M.
Stayed Mar 2025
I slept so soundly!
1010 out of 10
Exceptionalexceptional
16 reviews(16 reviews)
Ryan and Katie have a beautiful studio apartment that is clean, quiet and decorated really cute. The neighborhood is suburban homes and a very short walk (2 houses away) to a wonderful riverside park. We loved our stay!
Jeannine H.
Stayed Oct 2024
Peace of Mind and comfort!
1010 out of 10
Exceptionalexceptional
127 reviews(127 reviews)
We throughly enjoyed our stay in this beautifully decorated, clean, and well stocked property for our 9th anniversary. You can see from the moment you walk through the door it is taken care of with great pride, we were very grateful for all the comforts of home and the beautiful decor and amenities.
The host Emily was very responsive and welcoming, we would definitely make arrangements for a longer stay in the future!
Emily, Thank you Very much for sharing your beautiful property!!!
Rich & Laura
Richard L.
Stayed Jun 2024
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
More for lessMore space, more privacy, more amenities — more value
