Downtown Bend vacation rentals
We found 262 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:Jan 23 - Jan 30
Image gallery for First Street Rapids and River Trail
9.89.8 out of 10, Exceptional, (27 reviews)
Exceptional
(27 reviews)
First Street Rapids and River Trail
Bend, OR
8% off
Price is $208
$208
$1,453 for 7 nights
$1,453 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, Exceptional, (78 reviews)
Exceptional
(78 reviews)
Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown
Bend, OR
8% off
Price is $232
$232
$1,626 for 7 nights
$1,626 for 7 nights
All fees included
Image gallery for Cozy Craftsman in awesome location
9.89.8 out of 10, Exceptional, (13 reviews)
Exceptional
(13 reviews)
Cozy Craftsman in awesome location
Bend, OR
12% off
Price is $209
$209
$1,462 for 7 nights
$1,462 for 7 nights
All fees included
Image gallery for Downtown Craftsman with King Bed and Private Yard - Walk Everywhere
1010 out of 10, Exceptional, (34 reviews)
Exceptional
(34 reviews)
Downtown Craftsman with King Bed and Private Yard - Walk Everywhere
Bend, OR
13% off
Price is $279
$279
$1,956 for 7 nights
$1,956 for 7 nights
All fees included
Image gallery for Riverfront Bend by AvantStay | Private Dock+Kayaks, Large Yard w/ Views, Hot Tub
8.48.4 out of 10, Very Good, (5 reviews)
Very Good
(5 reviews)
Riverfront Bend by AvantStay | Private Dock+Kayaks, Large Yard w/ Views, Hot Tub
Bend, OR
9% off
Price is $278
$278
$1,949 for 7 nights
$1,949 for 7 nights
All fees included
Image gallery for Heart of Bend-Walkable, Ping Pong, Billards
9.29.2 out of 10, Wonderful, (19 reviews)
Wonderful
(19 reviews)
Heart of Bend-Walkable, Ping Pong, Billards
Bend, OR
8% off
Price is $217
$217
$1,519 for 7 nights
$1,519 for 7 nights
All fees included
Image gallery for Blue Spruce Guesthouse - Walkable to river trail and downtown Bend
1010 out of 10, Exceptional, (29 reviews)
Exceptional
(29 reviews)
Blue Spruce Guesthouse - Walkable to river trail and downtown Bend
Bend, OR
8% off
Price is $146
$146
$1,023 for 7 nights
$1,023 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, Exceptional, (107 reviews)
Exceptional
(107 reviews)
Sweet Bella Bird-Salt Hot Tub, Fireplace, Bikes, 100+mbps Wifi, AC, So walkable!
Bend, OR
8% off
Price is $241
$241
$1,685 for 7 nights
$1,685 for 7 nights
All fees included
Image gallery for Hygge Harmony- Salt Hot Tub, 2 Fireplaces, 100+mbps Wifi, AC, Walk to Galveston!
9.89.8 out of 10, Exceptional, (61 reviews)
Exceptional
(61 reviews)
Hygge Harmony- Salt Hot Tub, 2 Fireplaces, 100+mbps Wifi, AC, Walk to Galveston!
Bend, OR
8% off
Price is $266
$266
$1,861 for 7 nights
$1,861 for 7 nights
All fees included
Image gallery for Historic Cecil Sly House, Salt Hot Tub, Electric Charger, in Downtown
1010 out of 10, Exceptional, (36 reviews)
Exceptional
(36 reviews)
Historic Cecil Sly House, Salt Hot Tub, Electric Charger, in Downtown
Bend, OR
8% off
Price is $236
$236
$1,652 for 7 nights
$1,652 for 7 nights
All fees included
Image gallery for Modern cottage charm & walk to Downtown Bend
9.49.4 out of 10, Exceptional, (20 reviews)
Exceptional
(20 reviews)
Modern cottage charm & walk to Downtown Bend
Bend, OR
8% off
Price is $220
$220
$1,540 for 7 nights
$1,540 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, Exceptional, (52 reviews)
Exceptional
(52 reviews)
Elderberry- Salt Hot Tub, Wood Fireplace, 100+mbps Wifi, Walkable to Downtown
Bend, OR
8% off
Price is $228
$228
$1,598 for 7 nights
$1,598 for 7 nights
All fees included
Image gallery for Downtown cottage with hot tub and fenced yard
9.89.8 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)
Downtown cottage with hot tub and fenced yard
Bend, OR
8% off
Price is $392
$392
$2,746 for 7 nights
$2,746 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, Exceptional, (185 reviews)
Exceptional
(185 reviews)
LOCATION! WALK TO DOWNTOWN AND OLD MILL - ONE BEDROOM ONE BLOCK FROM THE RIVER
Bend, OR
9% off
Price is $128
$128
$895 for 7 nights
$895 for 7 nights
All fees included
Image gallery for Bungalow Blue- Walk 1 Blk to Food & Shops, 2 Gas Fireplaces, 100+mbps Wifi
9.69.6 out of 10, Exceptional, (170 reviews)
Exceptional
(170 reviews)
Bungalow Blue- Walk 1 Blk to Food & Shops, 2 Gas Fireplaces, 100+mbps Wifi
Bend, OR
8% off
Price is $214
$214
$1,499 for 7 nights
$1,499 for 7 nights
All fees included
Image gallery for Sweet craftsman bungalow in the heart of Bend
1010 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)
Sweet craftsman bungalow in the heart of Bend
Bend, OR
8% off
Price is $203
$203
$1,418 for 7 nights
$1,418 for 7 nights
All fees included
Image gallery for WALK TO DOWNTOWN & OLD MILL-1 BLOCK TO THE RIVER-MODERN/ATTRACTIVE 1 BDR SUITE
1010 out of 10, Exceptional, (176 reviews)
Exceptional
(176 reviews)
WALK TO DOWNTOWN & OLD MILL-1 BLOCK TO THE RIVER-MODERN/ATTRACTIVE 1 BDR SUITE
Bend, OR
9% off
Price is $122
$122
$856 for 7 nights
$856 for 7 nights
All fees included
Image gallery for Stunning Historic Home on Bend's West Side
8.88.8 out of 10, Excellent, (8 reviews)
Excellent
(8 reviews)
Stunning Historic Home on Bend's West Side
Bend, OR
9% off
Price is $642
$642
$4,496 for 7 nights
$4,496 for 7 nights
All fees included
Image gallery for Hillside Haven: Tranquil NW Studio Near the River
1010 out of 10, Exceptional, (17 reviews)
Exceptional
(17 reviews)
Hillside Haven: Tranquil NW Studio Near the River
Bend, OR
13% off
Price is $124
$124
$870 for 7 nights
$870 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, Exceptional, (41 reviews)
Exceptional
(41 reviews)
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
Bend, OR
8% off
Price is $171
$171
$1,196 for 7 nights
$1,196 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, Exceptional, (118 reviews)
Exceptional
(118 reviews)
Bernhard Justice- Salt Hot Tub, 100+ Wifi, Gas Firepl, EV plug, Walkable!
Bend, OR
8% off
Price is $260
$260
$1,820 for 7 nights
$1,820 for 7 nights
All fees included
Image gallery for Riverfront LUXE- Private Waterfront Retreat, 4 Fireplaces, Salt Hot Tub, Dock
1010 out of 10, Exceptional, (33 reviews)
Exceptional
(33 reviews)
Riverfront LUXE- Private Waterfront Retreat, 4 Fireplaces, Salt Hot Tub, Dock
Bend, OR
8% off
Price is $567
$567
$3,971 for 7 nights
$3,971 for 7 nights
All fees included
Image gallery for RiverBend Bungalow- RIVERFRONT with Salt Hot Tub, AC, 100+mbps Wifi, So Walkable
1010 out of 10, Exceptional, (100 reviews)
Exceptional
(100 reviews)
RiverBend Bungalow- RIVERFRONT with Salt Hot Tub, AC, 100+mbps Wifi, So Walkable
Bend, OR
8% off
Price is $371
$371
$2,599 for 7 nights
$2,599 for 7 nights
All fees included
Image gallery for Riverfront Cottage -Near Drake Park, Walk to Town.
9.89.8 out of 10, Exceptional, (180 reviews)
Exceptional
(180 reviews)
Riverfront Cottage -Near Drake Park, Walk to Town.
Bend, OR
25% off
Price is $173
$173
$1,212 for 7 nights
$1,212 for 7 nights
All fees included
Find spaces that suit your style
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Condo/Apartment
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Cottage
Villa
Chalet
Find the best place to stay - Downtown Bend
Downtown Bend Waterfront Escape
Sleeps 8 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
134 reviews(134 reviews)
Luxury Rooftop Condo in the Heart of Downtown Bend, Cascade Mountain views
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
Amazing! Steps to Downtown & River, Gorgeous, Newer, A/C
Sleeps 8 · 4 bedrooms · 2+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
112 reviews(112 reviews)
Greeley Villa: Salt Water Hot Tub, Sauna, Steps to Downtown.
Sleeps 12 · 6 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Downtown cottage with hot tub and fenced yard
Sleeps 10 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Located on Bend's most sought after historic district street, provides the perfe
Sleeps 8 · 4 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
51 reviews(51 reviews)
Top rated rentals - Downtown Bend
Peace of Mind and comfort!
1010 out of 10
Exceptionalexceptional
128 reviews(128 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
Bend biking
1010 out of 10
Exceptionalexceptional
34 reviews(34 reviews)
Everything was great.
John S.
Stayed Jun 2024
Great family vacation in Bend
1010 out of 10
Exceptionalexceptional
193 reviews(193 reviews)
The property was perfect for us. The location is key as it is easy walking to downtown and also Drake Park, the Lot, and many breweries. We took day trips to Crater Lake, Smith Rock (hiked the 8 mile loop), kayaked on the river and then floated on the river on a warm and sunny day. Also took a day trip to the McKenzie Falls loop and Clear lake. Mountain biked with Cog Wild. It was nice to come back to the house after a good day and have a beer and then a short walk to dinner and more beer. Also took 26 to the fossil beds museum and Painted Hills. We were busy this week.
The front room was bigger than I expected and comfortable for night time TV watching. Also, worth noting was how incredibly stocked the house was, TP, PT, dish and laundry tabs etc it was there and plentiful.
Check in was simple. Neighborhood was quite. There were Subarus everywhere lol
See ya next time.
Carl C.
Stayed Jun 2023
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
Frequently asked questions
Can I find a vacation rental in Downtown Bend?
Yes, we offer vacation rentals near popular attractions in Downtown Bend, or you can select a secluded option if you're looking for a relaxing stay.
What can I see and do in Downtown Bend?
Enjoy the outdoors at Deschutes River and Drake Park, or simply take in cultural attractions like Tower Theater and Des Chutes Historical Museum. In the larger area, you'll find Bend Farmers Market and Central Bend.
What are vacation rentals like in Downtown Bend?
Vacation rentals are private accommodations you can reserve for several days or longer in Downtown Bend. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from public hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for families.