
Vacation rentals near Fairmount Boulevard Loop
We found 2,307 vacation rentals — enter your dates for availability
Discover a selection of vacation rentals within easy reach of Fairmount Boulevard Loop that can be your home away from home. Whether you're going on vacation with family or friends, vacation homes have the amenities you need and want for your stay, which might include cable TV and a washer and dryer. No matter what you're looking for, you'll find a rental that has what everyone needs, including a place that is accessible or non-smoking.
Vacation rentals with weekly discounts - Fairmount Boulevard Loop
Showing deals for:Nov 7 - Nov 14
Image gallery for Stunning New Listing - Beckham Estate Vineyard Guesthouse

9.69.6 out of 10 rating
Exceptional
(8 reviews)
Stunning New Listing - Beckham Estate Vineyard Guesthouse
Sherwood, OR
5% off
Price is CA $390
CA $390
CA $3,637 total
CA $3,637 total
includes taxes & fees
Image gallery for Modern Downtown Lake Oswego Home!

9.69.6 out of 10 rating
Exceptional
(15 reviews)
Modern Downtown Lake Oswego Home!
Lake Oswego, OR
10% off
Price is CA $278
CA $278
CA $2,603 total
CA $2,603 total
includes taxes & fees
Image gallery for 2,100 SqFt Contemporary Home W/ Jacuzzi & Fire Pit

1010 out of 10 rating
Exceptional
(13 reviews)
2,100 SqFt Contemporary Home W/ Jacuzzi & Fire Pit
Vancouver, WA
10% off
Price is CA $227
CA $227
CA $2,224 total
CA $2,224 total
includes taxes & fees
Image gallery for Farmhouse & Creekside Get-Away on hidden acreage in historical downtown Gresham.

1010 out of 10 rating
Exceptional
(7 reviews)
Farmhouse & Creekside Get-Away on hidden acreage in historical downtown Gresham.
Gresham, OR
10% off
Price is CA $834
CA $834
CA $8,175 total
CA $8,175 total
includes taxes & fees
Image gallery for Cozy Cottage at Dragonfly Horse Ranch

9.29.2 out of 10 rating
Wonderful
(5 reviews)
Cozy Cottage at Dragonfly Horse Ranch
Oregon City, OR
5% off
Price is CA $194
CA $194
CA $1,625 total
CA $1,625 total
includes taxes & fees
Image gallery for Mossy Cobbles: Romantic Cottage in a Wooded Setting

9.89.8 out of 10 rating
Exceptional
(59 reviews)
Mossy Cobbles: Romantic Cottage in a Wooded Setting
Tigard, OR
10% off
Price is CA $136
CA $136
CA $1,287 total
CA $1,287 total
includes taxes & fees
Image gallery for Yeti's Tree House: Where Dreams Come True

8.48.4 out of 10 rating
Very good
(19 reviews)
Yeti's Tree House: Where Dreams Come True
Portland, OR
10% off
Price is CA $204
CA $204
CA $1,840 total
CA $1,840 total
includes taxes & fees
Image gallery for Full remodeled home on 1/3rd Acre! Close to Nike WHQ and central Beaverton.

8.48.4 out of 10 rating
Very good
(9 reviews)
Full remodeled home on 1/3rd Acre! Close to Nike WHQ and central Beaverton.
Beaverton, OR
10% off
Price is CA $309
CA $309
CA $2,696 total
CA $2,696 total
includes taxes & fees
Image gallery for Cozy Modern Farmhouse, King bed, great yard, pets!

1010 out of 10 rating
Exceptional
(45 reviews)
Cozy Modern Farmhouse, King bed, great yard, pets!
Milwaukie, OR
20% off
Price is CA $334
CA $334
CA $2,863 total
CA $2,863 total
includes taxes & fees
Image gallery for A Grand House

1010 out of 10 rating
Exceptional
(28 reviews)
A Grand House
Vancouver, WA
10% off
Price is CA $213
CA $213
CA $1,959 total
CA $1,959 total
includes taxes & fees
Image gallery for House hot tub sauna close to PDX Airport

9.89.8 out of 10 rating
Exceptional
(13 reviews)
House hot tub sauna close to PDX Airport
Vancouver, WA
19% off
Price is CA $505
CA $505
CA $4,593 total
CA $4,593 total
includes taxes & fees
Image gallery for Old Farm: A Modern-day 5-bedroom Farmhouse on Vineyard with Hot Tub!

1010 out of 10 rating
Exceptional
(38 reviews)
Old Farm: A Modern-day 5-bedroom Farmhouse on Vineyard with Hot Tub!
Newberg, OR
5% off
Price is CA $651
CA $651
CA $6,084 total
CA $6,084 total
includes taxes & fees
Image gallery for Charming and Peaceful Farmhouse - Family Retreats

9.69.6 out of 10 rating
Exceptional
(11 reviews)
Charming and Peaceful Farmhouse - Family Retreats
Vancouver, WA
5% off
Price is CA $252
CA $252
CA $2,431 total
CA $2,431 total
includes taxes & fees
Image gallery for Rare Riverside Retreat

1010 out of 10 rating
Exceptional
(17 reviews)
Rare Riverside Retreat
Milwaukie, OR
12% off
Price is CA $179
CA $179
CA $1,596 total
CA $1,596 total
includes taxes & fees
Image gallery for The "Old Barn" in the woods. Peace, Romance, Ahhh

8.88.8 out of 10 rating
Excellent
(25 reviews)
The "Old Barn" in the woods. Peace, Romance, Ahhh
Portland, OR
10% off
Price is CA $179
CA $179
CA $1,635 total
CA $1,635 total
includes taxes & fees
Image gallery for "Blue Fern” in Historic Oregon City w/ BBQ grill

8.88.8 out of 10 rating
Excellent
(13 reviews)
"Blue Fern” in Historic Oregon City w/ BBQ grill
Oregon City, OR
10% off
Price is CA $149
CA $149
CA $1,455 total
CA $1,455 total
includes taxes & fees
Image gallery for Large In-Law Studio Apartment

9.89.8 out of 10 rating
Exceptional
(66 reviews)
Large In-Law Studio Apartment
Portland, OR
15% off
Price is CA $135
CA $135
CA $1,362 total
CA $1,362 total
includes taxes & fees
Image gallery for Work or Play 5B retreat.Great Location near Nike, 15mins to downtown

1010 out of 10 rating
Exceptional
(16 reviews)
Work or Play 5B retreat.Great Location near Nike, 15mins to downtown
Beaverton, OR
10% off
Price is CA $495
CA $495
CA $4,733 total
CA $4,733 total
includes taxes & fees
Image gallery for Chez Pinot Vino! A Great 3 bed/2.5 bath Family Home - Pet Friendly

1010 out of 10 rating
Exceptional
(13 reviews)
Chez Pinot Vino! A Great 3 bed/2.5 bath Family Home - Pet Friendly
Newberg, OR
5% off
Price is CA $361
CA $361
CA $3,714 total
CA $3,714 total
includes taxes & fees
Image gallery for Experience historic Newberg at Yamhill Flats: Suite 2

9.89.8 out of 10 rating
Exceptional
(46 reviews)
Experience historic Newberg at Yamhill Flats: Suite 2
Newberg, OR
5% off
Price is CA $175
CA $175
CA $1,616 total
CA $1,616 total
includes taxes & fees
Image gallery for Casa Tropical Jungle in the Couve close to DT

9.49.4 out of 10 rating
Exceptional
(13 reviews)
Casa Tropical Jungle in the Couve close to DT
Vancouver, WA
15% off
Price is CA $131
CA $131
CA $1,266 total
CA $1,266 total
includes taxes & fees
Image gallery for Castle Estate in SW Portland with hot tubs, minutes from downtown Portland.

8.88.8 out of 10 rating
Excellent
(21 reviews)
Castle Estate in SW Portland with hot tubs, minutes from downtown Portland.
Portland, OR
15% off
Price is CA $876
CA $876
CA $8,857 total
CA $8,857 total
includes taxes & fees
Image gallery for Garden House fenced yard with covered patio. Pets okay. Close access to shops.

1010 out of 10 rating
Exceptional
(23 reviews)
Garden House fenced yard with covered patio. Pets okay. Close access to shops.
Oregon City, OR
10% off
Price is CA $260
CA $260
CA $2,421 total
CA $2,421 total
includes taxes & fees
Image gallery for Redlands farm

9.89.8 out of 10 rating
Exceptional
(7 reviews)
Redlands farm
Oregon City, OR
5% off
Price is CA $239
CA $239
CA $2,194 total
CA $2,194 total
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Fairmount Boulevard Loop
The Clyde Hotel Portland by Kasa Living
Sleeps 2 · 1 bedroom
8.68.6 out of 10
Excellentexcellent
488 reviews(488 reviews)
Inn at Northrup Station
Sleeps 4
9.49.4 out of 10
Exceptionalexceptional
2,076 reviews(2,076 reviews)
Enjoy a Stress-Free Stay! Short Drive to Tom McCall Waterfront Park
Sleeps 2 · 1 bedroom · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
7 reviews(7 reviews)
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
310 reviews(310 reviews)
Secluded Small 2BR home, Washer/Dryer, Private Parking.
Sleeps 3 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
38 reviews(38 reviews)
Eco-friendly Tiny Home in Alberta Arts District
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
Top rated rentals - Fairmount Boulevard Loop
Short get away in Portland
1010 out of 10
Exceptionalexceptional
310 reviews(310 reviews)
Highly recommend this property. Quiet, cute and cozy.
Scott L.
Stayed Mar 2025
Great little place!
1010 out of 10
Exceptionalexceptional
85 reviews(85 reviews)
Craig and Debbie’s little house was wonderful, clean and a home away from home! Definitely recommend!
Lydia N.
Stayed Dec 2023
Perfect!
1010 out of 10
Exceptionalexceptional
304 reviews(304 reviews)
Location is quiet and safe with quick and easy access via transit or car to downtown. Art was helpful and provided an easy process from booking to checkout. Accomodation is well organised, was very clean and comfortable. Thank you again!
Matthew J.
Stayed Jun 2019
- 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, yards and more
- More for lessMore space, more privacy, more amenities — more value