71+ Vacation Rentals Near Hillsdale

NearbyHoliday - Vacation Rentals in Hillsdale

a kitchen with white cabinets and a living room at Stay Portland - Perfect Portland Farmhouse Loft - Breweries & Bars in Portland

From US $235

Stay Portland - Perfect Portland Farmhouse Loft - Breweries & Bars

9.2 (16 Reviews) Apartment

The entire place is yours • 93 m² size • Free parking

Portland Hosford Abernethy • In Hillsdale · 4.5km to center

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a living room with a blue couch and a mirror at Stay Portland - Adorable Bright 1 Bed Near OHSU in Portland

From US $134

Stay Portland - Adorable Bright 1 Bed Near OHSU

8.5 (19 Reviews) Apartment

The entire place is yours • 51 m² size • Free parking

Portland South Portland • In Hillsdale · 2.4km to center

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a bedroom with a bed and a bathroom at Stay Portland - John's Landing Haven - Studio Near OHSU in Marquam Hill

From US $121

Stay Portland - John's Landing Haven - Studio Near OHSU

9.1 (12 Reviews) Apartment

The entire place is yours • 37 m² size • Free parking

Portland South Portland • In Hillsdale · 2.4km to center

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a kitchen with a sink and a bed in a room at Stay Portland - Tiny Aztec - Walk to Local Shops & Restaurants in Portland

From US $137

Stay Portland - Tiny Aztec - Walk to Local Shops & Restaurants

10.0 (7 Reviews) Holiday_home

The entire place is yours • 19 m² size • Free parking

Portland Hosford Abernethy • In Hillsdale · 4.7km to center

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a woman sitting in a chair in a fountain at Purple City Retreats - Luxury Yurt & Spa in Portland

From US $265

Purple City Retreats - Luxury Yurt & Spa

9.4 (6 Reviews) Apartment

The entire place is yours • 19 m² size • Free on-site parking

Portland Arnold Creek • In Hillsdale · 4.0km to center

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a bedroom with a bed and a flat screen tv at Stay Portland - Peaceful Johns Landing Studio - Near OHSU in Marquam Hill

From US $124

Stay Portland - Peaceful Johns Landing Studio - Near OHSU

9.2 (8 Reviews) Apartment

The entire place is yours • 37 m² size • Free parking

Portland South Portland • In Hillsdale · 2.4km to center

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a living room with a couch and a table at Stay Portland - BoHo Oasis in Ladd's Addition with 2 Beds in Portland

From US $160

Stay Portland - BoHo Oasis in Ladd's Addition with 2 Beds

8.5 (11 Reviews) Apartment

The entire place is yours • 52 m² size • Free parking

Portland Hosford Abernethy • In Hillsdale · 4.3km to center

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a living room with a couch and a table at Stay Portland - Spacious Studio in Brooklyn in Portland

From US $132

Stay Portland - Spacious Studio in Brooklyn

8.0 (12 Reviews) Apartment

The entire place is yours • 28 m² size • Free parking

Portland Brooklyn • In Hillsdale · 3.6km to center

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Luxury Places to Stay in Hillsdale

Over 33+ Luxury Places to Stay in or Near Hillsdale

a pool in the middle of a building with glass windows at The Ritz-Carlton, Portland in Portland

From US $346

The Ritz-Carlton, Portland

9.0 (57 Reviews) Hotel

Swimming pool • Bathtub • Air conditioning

Portland Downtown • In Hillsdale · 4.7km to center

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a building with flags on the side of a street at The Nines, a Luxury Collection Hotel, Portland in Portland

From US $207

The Nines, a Luxury Collection Hotel, Portland

8.8 (131 Reviews) Hotel

Breakfast • On-site parking • 2 restaurants

Portland Downtown • In Hillsdale · 4.5km to center

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a living room with a blue couch and a fireplace at Kimpton Riverplace Hotel by IHG in Portland

From US $204

Kimpton Riverplace Hotel by IHG

8.4 (104 Reviews) Hotel

Breakfast • Private parking • Restaurant

Portland Downtown • In Hillsdale · 3.9km to center

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a living room with a couch and a table at Kimpton Hotel Vintage Portland by IHG in Portland

From US $173

Kimpton Hotel Vintage Portland by IHG

8.6 (147 Reviews) Hotel

Breakfast • On-site parking • Restaurant

Portland Downtown • In Hillsdale · 4.7km to center

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a large building on a city street at night at Sentinel Hotel in Portland

From US $164

8.5 (256 Reviews) Hotel

Breakfast • Private parking • 3 restaurants

Portland Downtown • In Hillsdale · 4.6km to center

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a hotel room with a large bed and a couch at The Bidwell Marriott Portland in Portland

From US $154

The Bidwell Marriott Portland

8.6 (162 Reviews) Hotel

Breakfast • Private parking • Restaurant

Portland Downtown • In Hillsdale · 4.7km to center

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a lobby of a hotel with tables and chairs at The Duniway Portland, A Hilton Hotel in Portland

From US $142

The Duniway Portland, A Hilton Hotel

8.6 (201 Reviews) Hotel

Breakfast • On-site parking • Indoor swimming pool

Portland Downtown • In Hillsdale · 4.4km to center

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a man standing in front of a healtharma hotel at Heathman Hotel in Portland

From US $133

8.8 (727 Reviews) Hotel

Breakfast • Private parking • Restaurant

Portland Downtown • In Hillsdale · 4.3km to center

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Pet-Friendly Vacation Rentals in Hillsdale

Over 41+ Pet-Friendly Vacation Rentals in or Near Hillsdale

a city skyline at night with traffic on a street at Staypineapple, Hotel Rose, Downtown Portland in Portland

From US $104

Staypineapple, Hotel Rose, Downtown Portland Pets allowed

8.5 (1220 Reviews) Hotel

On-site parking • Pet friendly • Free WiFi

Portland Downtown • In Hillsdale · 4.5km to center

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a tall building with lights on top of it at Hotel DeLuxe in Portland

From US $118

Hotel DeLuxe Pets allowed

8.0 (598 Reviews) Hotel

On-site parking • Restaurant • Pet friendly

Portland Goose Hollow • In Hillsdale · 4.6km to center

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a car driving down a street in front of a building at Dossier in Portland

From US $128

Dossier Pets allowed

9.0 (821 Reviews) Hotel

Private parking • Restaurant • Hot tub

Portland Downtown • In Hillsdale · 4.6km to center

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a building on the corner of a street with a bus at Hyatt House Portland / Downtown in Portland

From US $114

Hyatt House Portland / Downtown Pets allowed

8.5 (925 Reviews) Hotel

Breakfast • Private parking • Indoor swimming pool

Portland Downtown • In Hillsdale · 3.5km to center

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a man standing in front of a healtharma hotel at Heathman Hotel in Portland

From US $133

Heathman Hotel Pets allowed

8.8 (727 Reviews) Hotel

Breakfast • Private parking • Restaurant

Portland Downtown • In Hillsdale · 4.3km to center

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a tall glass building on a city street with cars at Moxy Portland Downtown in Portland

From US $105

Moxy Portland Downtown Pets allowed

8.4 (765 Reviews) Hotel

Private parking • 4 restaurants • Pet friendly

Portland Downtown • In Hillsdale · 4.7km to center

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a bedroom with a bed and a couch and a tv at The Royal Sonesta Portland Downtown in Portland

From US $109

The Royal Sonesta Portland Downtown Pets allowed

8.8 (505 Reviews) Hotel

Breakfast • Private parking • Restaurant

Portland Downtown • In Hillsdale · 4.7km to center

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a living room with a couch and a table at The Hotel Zags Portland in Portland

From US $124

The Hotel Zags Portland Pets allowed

8.2 (1306 Reviews) Hotel

Breakfast • Private parking • Restaurant

Portland Downtown • In Hillsdale · 3.9km to center

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Vacation Rentals in Hillsdale

Over 27+ Vacation Rentals in or Near Hillsdale

a kitchen with white cabinets and a living room at Stay Portland - Perfect Portland Farmhouse Loft - Breweries & Bars in Portland

From US $235

Stay Portland - Perfect Portland Farmhouse Loft - Breweries & Bars

9.2 (16 Reviews) Apartment

The entire place is yours • 93 m² size • Free parking

Portland Hosford Abernethy • In Hillsdale · 4.5km to center

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a living room with a blue couch and a mirror at Stay Portland - Adorable Bright 1 Bed Near OHSU in Portland

From US $134

Stay Portland - Adorable Bright 1 Bed Near OHSU

8.5 (19 Reviews) Apartment

The entire place is yours • 51 m² size • Free parking

Portland South Portland • In Hillsdale · 2.4km to center

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a bedroom with a bed and a bathroom at Stay Portland - John's Landing Haven - Studio Near OHSU in Marquam Hill

From US $121

Stay Portland - John's Landing Haven - Studio Near OHSU

9.1 (12 Reviews) Apartment

The entire place is yours • 37 m² size • Free parking

Portland South Portland • In Hillsdale · 2.4km to center

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a kitchen with a sink and a bed in a room at Stay Portland - Tiny Aztec - Walk to Local Shops & Restaurants in Portland

From US $137

Stay Portland - Tiny Aztec - Walk to Local Shops & Restaurants

10.0 (7 Reviews) Holiday_home

The entire place is yours • 19 m² size • Free parking

Portland Hosford Abernethy • In Hillsdale · 4.7km to center

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a woman sitting in a chair in a fountain at Purple City Retreats - Luxury Yurt & Spa in Portland

From US $265

Purple City Retreats - Luxury Yurt & Spa

9.4 (6 Reviews) Apartment

The entire place is yours • 19 m² size • Free on-site parking

Portland Arnold Creek • In Hillsdale · 4.0km to center

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a bedroom with a bed and a flat screen tv at Stay Portland - Peaceful Johns Landing Studio - Near OHSU in Marquam Hill

From US $124

Stay Portland - Peaceful Johns Landing Studio - Near OHSU

9.2 (8 Reviews) Apartment

The entire place is yours • 37 m² size • Free parking

Portland South Portland • In Hillsdale · 2.4km to center

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a living room with a couch and a table at Stay Portland - BoHo Oasis in Ladd's Addition with 2 Beds in Portland

From US $160

Stay Portland - BoHo Oasis in Ladd's Addition with 2 Beds

8.5 (11 Reviews) Apartment

The entire place is yours • 52 m² size • Free parking

Portland Hosford Abernethy • In Hillsdale · 4.3km to center

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a living room with a couch and a table at Stay Portland - Spacious Studio in Brooklyn in Portland

From US $132

Stay Portland - Spacious Studio in Brooklyn

8.0 (12 Reviews) Apartment

The entire place is yours • 28 m² size • Free parking

Portland Brooklyn • In Hillsdale · 3.6km to center

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Resorts in Hillsdale

Over 1+ Resorts in or Near Hillsdale

a building with a sign that reads worldmark on it at WorldMark Portland Waterfront Park in Portland

From US $129

WorldMark Portland Waterfront Park

7.8 (13 Reviews) Resort

Wifi • Private bathroom • Non-smoking rooms

Portland Old Town • In Hillsdale · 4.9km to center

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Cabin Places to Stay in Hillsdale

Over 1+ Cabin Places to Stay in or Near Hillsdale

a parking lot with cars parked in front of buildings at Econo Lodge Portland Downtown in Portland

From US $77

Econo Lodge Portland Downtown

7.1 (98 Reviews) Lodge

Free WiFi • Private bathroom • Non-smoking rooms

Portland Downtown • In Hillsdale · 3.5km to center

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Hotels in Hillsdale

Over 43+ Hotels in or Near Hillsdale

a bedroom with a bed with pillows and a window at The Mark Spencer Hotel in Portland

From US $107

The Mark Spencer Hotel

8.7 (2635 Reviews) Hotel

Private parking • Pet friendly • Free WiFi

Portland Downtown • In Hillsdale · 4.8km to center

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a city skyline at night with traffic on a street at Staypineapple, Hotel Rose, Downtown Portland in Portland

From US $104

Staypineapple, Hotel Rose, Downtown Portland

8.5 (1220 Reviews) Hotel

On-site parking • Pet friendly • Free WiFi

Portland Downtown • In Hillsdale · 4.5km to center

Best Price Match

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a tall building with lights on top of it at Hotel DeLuxe in Portland

From US $118

8.0 (598 Reviews) Hotel

On-site parking • Restaurant • Pet friendly

Portland Goose Hollow • In Hillsdale · 4.6km to center

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a building with a sign on the front of it at The Paramount Hotel Portland in Portland

From US $109

The Paramount Hotel Portland

8.8 (1101 Reviews) Hotel

2 restaurants • Balcony • Free WiFi

Portland Downtown • In Hillsdale · 4.4km to center

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a building on the corner of a street with a bus at Hyatt House Portland / Downtown in Portland

From US $114

Hyatt House Portland / Downtown

8.5 (925 Reviews) Hotel

Breakfast • Private parking • Indoor swimming pool

Portland Downtown • In Hillsdale · 3.5km to center

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a car driving down a street in front of a building at Dossier in Portland

From US $128

9.0 (821 Reviews) Hotel

Private parking • Restaurant • Hot tub

Portland Downtown • In Hillsdale · 4.6km to center

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a living room with a couch and a table at Hotel Lucia in Portland

From US $133

8.6 (1224 Reviews) Hotel

Breakfast • Private parking • Pet friendly

Portland Downtown • In Hillsdale · 4.7km to center

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a man and a woman sitting at a table at Park Lane Suites & Inn in Portland

From US $105

Park Lane Suites & Inn

8.3 (1921 Reviews) Hotel

Free on-site parking • Pet friendly • Free WiFi

Portland Goose Hollow • In Hillsdale · 4.7km to center

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About Hillsdale Vacation Rentals

Looking for places to stay in Hillsdale? Compare top options in Portland.

With more than 71 Hillsdale vacation rentals, we can help you find a place to stay. These rentals, including vacation homes, holiday homes, and other short-term private accommodations, offer top-notch amenities with strong value, giving you comfort and luxury at the same time. Get more value and more room when you stay in Hillsdale.

Looking for last-minute deals or the best offers on cottages, condos, private villas, and large vacation homes? NearbyHoliday makes it easy to compare different options with a single click. Looking for a rental by owner with swimming pools, hot tubs, pet-friendly stays, or large-suite comforts? You can compare vacation rentals by owner and other popular Airbnb-style properties in Hillsdale. Prices average US $142 a night.

NearbyHoliday makes it easy and safe to find and compare vacation rentals in Hillsdale, with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Stay Categories in Hillsdale

Category	Count
Cheap Rentals	43
Hotels	43
Pet-Friendly	41
Luxury Rentals	33
Hotels with Suites	31
Vacation Rentals	27
Cabin Rentals	1
Pool	1
Resorts	1

Use These Quick Filters to Find a Vacation Rental in Hillsdale

Browse the most useful filters to narrow down vacation rentals, holiday homes, and other places to stay in Hillsdale.

Pro Tip: Use the quick filters above to compare vacation rentals, holiday homes, hotels, resorts, cabins, villas, and pet-friendly places to stay in Hillsdale. These links help you narrow your search faster, discover short-term rentals with the amenities and pricing that fit your trip, and browse popular stay types before checking availability, last-minute options, and the best deals for your preferred travel style.

Weather in Hillsdale

Average temperatures and rainfall by month range to help plan your stay in Hillsdale.

Mar - May

Avg High16°C / 60°F

Avg Low6°C / 42°F

Rainfall114 mm / 4.5 in

Jun - Aug

Avg High27°C / 81°F

Avg Low13°C / 56°F

Rainfall26 mm / 1 in

Sep - Nov

Avg High18°C / 64°F

Avg Low8°C / 46°F

Rainfall128 mm / 5 in

Dec - Feb

Avg High9°C / 48°F

Avg Low2°C / 36°F

Rainfall190 mm / 7.5 in

Other Places to Stay Near Hillsdale

Hillsdale Vacation Rental Frequently Asked Questions

There are a lot of options in Hillsdale. If you plan on staying in the Hillsdale area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Hillsdale: