Downtown Bend vacation rentals
We found 315 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:Sep 19 - Sep 26
Image gallery for Modern cottage charm & walk to Downtown Bend
9.29.2 out of 10 rating
Wonderful
(17 reviews)
Modern cottage charm & walk to Downtown Bend
Bend, Oregon
8% off
Price is $316
$316
$2,213 for 7 nights
$2,213 for 7 nights
Fees included upfront
Image gallery for Cozy Up at a Nature Inspired Boutique Studio in the Trees - River Nearby
1010 out of 10 rating
Exceptional
(25 reviews)
Cozy Up at a Nature Inspired Boutique Studio in the Trees - River Nearby
Bend, OR
13% off
Price is $183
$183
$1,282 for 7 nights
$1,282 for 7 nights
Fees included upfront
Image gallery for Stay In The Heart Of Bend, Walk Everywhere!
9.89.8 out of 10 rating
Exceptional
(175 reviews)
Stay In The Heart Of Bend, Walk Everywhere!
Bend, OR
18% off
Price is $232
$232
$1,623 for 7 nights
$1,623 for 7 nights
Fees included upfront
Image gallery for Downtown Craftsman with King Bed and Private Yard - Walk Everywhere
1010 out of 10 rating
Exceptional
(30 reviews)
Downtown Craftsman with King Bed and Private Yard - Walk Everywhere
Bend, OR
13% off
Price is $328
$328
$2,295 for 7 nights
$2,295 for 7 nights
Fees included upfront
Image gallery for Westlake Cottage - Great Weekly & Monthly Rates - walk Downtown
9.89.8 out of 10 rating
Exceptional
(12 reviews)
Westlake Cottage - Great Weekly & Monthly Rates - walk Downtown
Bend, OR
40% off
Price is $173
$173
$1,213 for 7 nights
$1,213 for 7 nights
Fees included upfront
Image gallery for Bernhard Justice- Salt Hot Tub, 100+ Wifi, Gas Firepl, EV plug, Walkable!
1010 out of 10 rating
Exceptional
(112 reviews)
Bernhard Justice- Salt Hot Tub, 100+ Wifi, Gas Firepl, EV plug, Walkable!
Bend, OR
8% off
Price is $356
$356
$2,492 for 7 nights
$2,492 for 7 nights
Fees included upfront
Image gallery for Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown
1010 out of 10 rating
Exceptional
(75 reviews)
Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown
Bend, OR
8% off
Price is $324
$324
$2,265 for 7 nights
$2,265 for 7 nights
Fees included upfront
Image gallery for Stunning Historic Home on Bend's West Side
8.68.6 out of 10 rating
Excellent
(7 reviews)
Stunning Historic Home on Bend's West Side
Bend, OR
8% off
Price is $649
$649
$4,540 for 7 nights
$4,540 for 7 nights
Fees included upfront
Image gallery for Mckay Getaway, between Drake Park/Miller's Landing
1010 out of 10 rating
Exceptional
(8 reviews)
Mckay Getaway, between Drake Park/Miller's Landing
Bend, OR
7% off
Price is $326
$326
$2,284 for 7 nights
$2,284 for 7 nights
Fees included upfront
Image gallery for Riverfront Cottage -Near Drake Park, Walk to Town.
9.89.8 out of 10 rating
Exceptional
(173 reviews)
Riverfront Cottage -Near Drake Park, Walk to Town.
Bend, OR
26% off
Price is $235
$235
$1,647 for 7 nights
$1,647 for 7 nights
Fees included upfront
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
13% off
Price is $297
$297
$2,076 for 7 nights
$2,076 for 7 nights
Fees included upfront
Image gallery for Elderberry- Salt Hot Tub, Wood Fireplace, 100+mbps Wifi, Walkable to Downtown
9.89.8 out of 10 rating
Exceptional
(49 reviews)
Elderberry- Salt Hot Tub, Wood Fireplace, 100+mbps Wifi, Walkable to Downtown
Bend, Oregon
8% off
Price is $327
$327
$2,286 for 7 nights
$2,286 for 7 nights
Fees included upfront
Image gallery for Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
1010 out of 10 rating
Exceptional
(36 reviews)
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
Bend, Oregon
8% off
Price is $239
$239
$1,674 for 7 nights
$1,674 for 7 nights
Fees included upfront
Image gallery for Walk to the river, Old Mill, 10 Barrel and more!
1010 out of 10 rating
Exceptional
(50 reviews)
Walk to the river, Old Mill, 10 Barrel and more!
Bend, OR
8% off
Price is $469
$469
$3,280 for 7 nights
$3,280 for 7 nights
Fees included upfront
Image gallery for Hygge Harmony- Salt Hot Tub, 2 Fireplaces, 100+mbps Wifi, AC, Walk to Galveston!
9.89.8 out of 10 rating
Exceptional
(60 reviews)
Hygge Harmony- Salt Hot Tub, 2 Fireplaces, 100+mbps Wifi, AC, Walk to Galveston!
Bend, Oregon
8% off
Price is $389
$389
$2,725 for 7 nights
$2,725 for 7 nights
Fees included upfront
Image gallery for Blue Spruce Guesthouse - Walkable to river trail and downtown Bend
1010 out of 10 rating
Exceptional
(16 reviews)
Blue Spruce Guesthouse - Walkable to river trail and downtown Bend
Bend, OR
8% off
Price is $144
$144
$1,011 for 7 nights
$1,011 for 7 nights
Fees included upfront
Image gallery for Walk To Downtown & The Last Blockbuster from recently renovated home
9.69.6 out of 10 rating
Exceptional
(52 reviews)
Walk To Downtown & The Last Blockbuster from recently renovated home
Bend, OR
8% off
Price is $233
$233
$1,628 for 7 nights
$1,628 for 7 nights
Fees included upfront
Image gallery for First Street Rapids and River Trail
9.89.8 out of 10 rating
Exceptional
(25 reviews)
First Street Rapids and River Trail
Bend, OR
8% off
Price is $188
$188
$1,319 for 7 nights
$1,319 for 7 nights
Fees included upfront
Image gallery for Brick Brownstone Living in the most desired neighborhood in Bend.
1010 out of 10 rating
Exceptional
(33 reviews)
Brick Brownstone Living in the most desired neighborhood in Bend.
Bend, OR
16% off
Price is $224
$224
$1,569 for 7 nights
$1,569 for 7 nights
Fees included upfront
Image gallery for Sweet Bella Bird-Salt Hot Tub, Fireplace, Bikes, 100+mbps Wifi, AC, So walkable!
1010 out of 10 rating
Exceptional
(99 reviews)
Sweet Bella Bird-Salt Hot Tub, Fireplace, Bikes, 100+mbps Wifi, AC, So walkable!
Bend, OR
8% off
Price is $347
$347
$2,426 for 7 nights
$2,426 for 7 nights
Fees included upfront
Image gallery for Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo
1010 out of 10 rating
Exceptional
(304 reviews)
Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo
Bend, OR
10% off
Price is $202
$202
$1,414 for 7 nights
$1,414 for 7 nights
Fees included upfront
Image gallery for Heart of Bend- Walk 1 Blk to Food & Shops, 100+mbps Wifi
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Heart of Bend- Walk 1 Blk to Food & Shops, 100+mbps Wifi
Bend, Oregon
8% off
Price is $331
$331
$2,314 for 7 nights
$2,314 for 7 nights
Fees included upfront
Image gallery for Hillside Haven: Tranquil NW Studio Near the River
1010 out of 10 rating
Exceptional
(15 reviews)
Hillside Haven: Tranquil NW Studio Near the River
Bend, OR
13% off
Price is $157
$157
$1,098 for 7 nights
$1,098 for 7 nights
Fees included upfront
Image gallery for Bends Westside Kaleana's Garden Cottage … check out our winter rates
1010 out of 10 rating
Exceptional
(135 reviews)
Bends Westside Kaleana's Garden Cottage … check out our winter rates
Bend, OR
8% off
Price is $232
$232
$1,626 for 7 nights
$1,626 for 7 nights
Fees included upfront
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Downtown Bend
Amazing Downtown Bend location, King suite and private fenced patio with Hot Tub
Sleeps 8 · 3 bedrooms · 2+ bathrooms
9.09.0 out of 10
Wonderfulwonderful
123 reviews(123 reviews)
Elderberry- Salt Hot Tub, Wood Fireplace, 100+mbps Wifi, Walkable to Downtown
Sleeps 8 · 3 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
49 reviews(49 reviews)
Luxury Rooftop Condo in the Heart of Downtown Bend, Cascade Mountain views
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Cozy Cabin Directly on Mirror Pond - Deschutes River!
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
112 reviews(112 reviews)
NW Awbrey Road | Century West Downtown private hot tub dog friendly
Sleeps 8 · 4 bedrooms · 3+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
Newly renovated and 3 minute walk to the center of downtown!
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
Top rated rentals - Downtown Bend
The perfect bend craftsman cottage!
1010 out of 10
Exceptionalexceptional
135 reviews(135 reviews)
Great space and location
1010 out of 10
Exceptionalexceptional
33 reviews(33 reviews)
Perfect
1010 out of 10
Exceptionalexceptional
36 reviews(36 reviews)
Bend Experience
1010 out of 10
Exceptionalexceptional
202 reviews(202 reviews)
Perfect location and place.
1010 out of 10
Exceptionalexceptional
30 reviews(30 reviews)
Memorial Day Stay
1010 out of 10
Exceptionalexceptional
79 reviews(79 reviews)
Wedding party retreat
1010 out of 10
Exceptionalexceptional
304 reviews(304 reviews)
Central location, well stocked and amazing communication
1010 out of 10
Exceptionalexceptional
180 reviews(180 reviews)
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
