126+ Private Villas and Holiday Rentals in Happy Valley |
Happy Valley Holiday Rentals
Apartment
- Portland
- ·
- Happy Valley
- 1.37 mi to center
10.0Exceptional
(35 Reviews)
1 Bedroom
1 Bath
2 Guests
Fireplace/Heating
Balcony/Terrace
Kitchen
Parking
R2,991/Night
7 Nights - R20,935
House
- Portland
- ·
- Pleasant Valley
- 1.62 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
1399.31 ft²
Hot Tub- Fireplace/Heating
- Parking
Internet
R4,855/Night
7 Nights - R33,982
Bed & Breakfast
- Portland
- ·
- Happy Valley
- 0.53 mi to center
9.0Exceptional
(102 Reviews)
1 Bedroom
1 Bath
- Balcony/Terrace
- Kitchen
- Parking
Air Conditioner
R1,988/Night
7 Nights - R13,913
House
10.0Exceptional
(7 Reviews)
2 Bedrooms
2 Baths
4 Guests
1725 ft²
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly- Kitchen
R3,384/Night
7 Nights - R23,678
House
- Portland
- ·
- Rock Creek
- 0.82 mi to center
10.0Exceptional
(1 Review)
5 Bedrooms
3 Baths
17 Guests
4004.17 ft²
- Fireplace/Heating
View- Pet Friendly
- Parking
R14,630/Night
7 Nights - R102,404
Apartment
- Portland
- ·
- Happy Valley
- 0.52 mi to center
8.8Fabulous
(20 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R1,877/Night
7 Nights - R13,146
Apartment
- Portland
- ·
- Happy Valley
- 1.28 mi to center
6.6Good
(4 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Kitchen
- Air Conditioner
- Internet
Child Friendly
R2,751/Night
7 Nights - R19,253
House
6.0Good
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
R4,008/Night
7 Nights - R28,055
House
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
R3,090/Night
7 Nights - R21,637
Luxury Holiday Rentals in Happy Valley
Over 117+ Luxury Holiday Rentals in or Near Happy Valley
House
- Portland
- ·
- Happy Valley
- 1.46 mi to center
9.8Exceptional
(49 Reviews)
3 Bedrooms
4 Baths
8 Guests
6000 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R17,664/Night
7 Nights - R123,649
Villa
4 Bedrooms
4 Baths
9 Guests
5005.22 ft²
Skiing- Fireplace/Heating
- Balcony/Terrace
- View
R17,521/Night
7 Nights - R122,653
House
- Portland
- ·
- Pleasant Valley
- 0.91 mi to center
10.0Exceptional
(25 Reviews)
5 Bedrooms
3 Baths
10 Guests
6500 ft²
- Hot Tub
- Fireplace/Heating
Ocean View- Balcony/Terrace
R14,271/Night
7 Nights - R99,906
House
- Portland
- ·
- Happy Valley
- 0.90 mi to center
10.0Exceptional
(3 Reviews)
5 Bedrooms
3 Baths
15 Guests
- Hot Tub
- Fireplace/Heating
Pool- Kitchen
R14,203/Night
7 Nights - R99,416
House
- Portland
- ·
- Rock Creek
- 0.82 mi to center
9.6Exceptional
(10 Reviews)
5 Bedrooms
3 Baths
17 Guests
4000 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R13,841/Night
7 Nights - R96,885
House
10.0Exceptional
(4 Reviews)
4 Bedrooms
3 Baths
9 Guests
5000 ft²
- Hot Tub
Spa- Fireplace/Heating
- Balcony/Terrace
R12,481/Night
7 Nights - R87,365
House
10.0Exceptional
(4 Reviews)
6 Bedrooms
6 Baths
14 Guests
6100 ft²
- Hot Tub
- Fireplace/Heating
- Kitchen
- Parking
R12,365/Night
7 Nights - R86,548
House
- Portland
- ·
- Pleasant Valley
- 0.83 mi to center
5 Bedrooms
3 Baths
26 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R9,180/Night
7 Nights - R64,258
House
- Portland
- ·
- Happy Valley
- 2.05 mi to center
10.0Exceptional
(8 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R8,644/Night
7 Nights - R60,502
Top-Rated Holiday Rentals with a Pool in Happy Valley
Over 14+ The Best Private Villas and Holiday Rentals in Happy Valley with a Pool
Hotel
9.6Exceptional
(265 Reviews)
1 Bath
- Pool
- Balcony/Terrace
Breakfast- Kitchen
R2,932/Night
7 Nights - R20,527
Hotel
8.8Fabulous
(67 Reviews)
1 Bath
570.49 ft²
Private Pool- Pool
- Pet Friendly
- Parking
R4,229/Night
7 Nights - R29,606
Hotel
7.9Very Good
(308 Reviews)
1 Bath
227.84 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
R2,300/Night
7 Nights - R16,101
Hotel
7.8Very Good
(1005 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
R2,048/Night
7 Nights - R14,338
Hotel
7.6Very Good
(266 Reviews)
1 Bath
Oceanfront- Fireplace/Heating
- Pool
- Ocean View
R5,830/Night
7 Nights - R40,808
Hotel
6.8Good
(1004 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
R1,648/Night
7 Nights - R11,545
Hotel
6.6Good
(534 Reviews)
12 Baths
232.66 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R1,415/Night
7 Nights - R9,912
House
- Portland
- ·
- Rock Creek
- 0.58 mi to center
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Pool
- Kitchen
- Parking
R2,475/Night
7 Nights - R17,326
House
- Portland
- ·
- Happy Valley
- 0.59 mi to center
10.0Exceptional
(12 Reviews)
4 Bedrooms
2 Baths
10 Guests
2500 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
R16,930/Night
7 Nights - R118,506
Pet-Friendly Holiday Rentals in Happy Valley
Over 37+ Pet-Friendly Holiday Rentals in or Near Happy Valley
House
10.0Exceptional
(12 Reviews)
5 Bedrooms
1 Bath
6 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R1,513/Night
7 Nights - R10,598
Bed & Breakfast
- Portland
- ·
- Happy Valley
- 0.51 mi to center
8.3Excellent
(82 Reviews)
1 Bedroom
1 Bath
2 Guests
279.86 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R1,796/Night
7 Nights - R12,574
New
House
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R3,847/Night
7 Nights - R26,928
House
- Portland
- ·
- Rock Creek
- 1.28 mi to center
1 Bedroom
3 Baths
8 Guests
- Pet Friendly
- Parking
- Internet
- Child Friendly
R8,545/Night
7 Nights - R59,816
House
9.8Exceptional
(46 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Hot Tub
- Fireplace/Heating
- Pet Friendly
- Kitchen
R7,293/Night
7 Nights - R51,047
House
- Portland
- ·
- Rock Creek
- 1.28 mi to center
9.6Exceptional
(38 Reviews)
4 Bedrooms
2 Baths
8 Guests
2225 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R6,095/Night
7 Nights - R42,670
House
9.0Exceptional
(4 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
R6,530/Night
7 Nights - R45,707
House
8.8Fabulous
(18 Reviews)
3 Bedrooms
2 Baths
12 Guests
1900 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R3,147/Night
7 Nights - R22,029
House
4 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R6,135/Night
7 Nights - R42,947
Large Holiday Rentals and Private Villas in Happy Valley
Over 22+ Large Holiday Rentals and Private Villas in or Near Happy Valley
House
- Portland
- ·
- Happy Valley
- 0.93 mi to center
9.8Exceptional
(46 Reviews)
7 Bedrooms
4 Baths
14 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R8,287/Night
7 Nights - R58,020
House
6 Bedrooms
3 Baths
12 Guests
2798.62 ft²
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
R3,756/Night
7 Nights - R26,291
House
- Portland
- ·
- Happy Valley
- 1.03 mi to center
9.2Exceptional
(46 Reviews)
4 Bedrooms
3 Baths
12 Guests
3021 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R4,901/Night
7 Nights - R34,309
House
8.6Fabulous
(17 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R3,474/Night
7 Nights - R24,315
House
4 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
R4,682/Night
7 Nights - R32,774
House
- Portland
- ·
- Pleasant Valley
- 1.46 mi to center
9.4Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
11 Guests
1024 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R2,154/Night
7 Nights - R15,072
House
- Portland
- ·
- Pleasant Valley
- 1.09 mi to center
5 Bedrooms
2 Baths
18 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R8,114/Night
7 Nights - R56,795
House
- Portland
- ·
- Happy Valley
- 0.46 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
12 Guests
1950 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R8,116/Night
7 Nights - R56,811
House
Stunning New Build w/ Huge Deck Overlooking Greenspace, Hot Tub, Pet Friendly, & Chef's Kitchen, BBQ
- Portland
- ·
- Rock Creek
- 2.06 mi to center
10.0Exceptional
(3 Reviews)
5 Bedrooms
4 Baths
8 Guests
3140 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Balcony/Terrace
R10,592/Night
7 Nights - R74,137
Wheelchair Accessible Holiday Homes in Happy Valley
Over 3+ Wheelchair Accessible Holiday Homes in or Near Happy Valley
House
- Portland
- ·
- Happy Valley
- 0.52 mi to center
9.0Exceptional
(57 Reviews)
1 Bedroom
1 Bath
5 Guests
650 ft²
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Pet Friendly
R2,503/Night
7 Nights - R17,522
Hotel
7.9Very Good
(114 Reviews)
3 Baths
527.43 ft²
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
R3,391/Night
7 Nights - R23,744
Hotel
8.6Fabulous
(1004 Reviews)
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Kitchen
R2,440/Night
7 Nights - R17,081
Happy Valley Private Villas and Holiday Homes Under $200
Over 34+ Happy Valley Private Villas and Holiday Homes Under $200
House
1 Bedroom
1 Bath
2 Guests
1200 ft²
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
R1,739/Night
7 Nights - R12,182
House
- Portland
- ·
- Rock Creek
- 0.38 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
161.46 ft²
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
R1,996/Night
7 Nights - R13,978
Hotel
4.8Average
(40 Reviews)
1 Bath
- Kitchen
- Parking
- Air Conditioner
- Internet
R1,253/Night
7 Nights - R8,769
House
- Portland
- ·
- Pleasant Valley
- 1.73 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
R3,159/Night
7 Nights - R22,111
House
- Portland
- ·
- Happy Valley
- 1.36 mi to center
5.5Average
(2 Reviews)
1 Bedroom
1 Bath
5 Guests
- Kitchen
- Internet
- Child Friendly
R2,041/Night
7 Nights - R14,289
Apartment
9.2Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
4 Guests
1100 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R2,385/Night
7 Nights - R16,689
House
- Portland
- ·
- Rock Creek
- 0.53 mi to center
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
4 Guests
2300 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R1,445/Night
7 Nights - R10,124
House
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
900 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R2,776/Night
7 Nights - R19,432
House
1 Bedroom
1 Bath
4 Guests
237 ft²
- Fireplace/Heating
- Pool
- Kitchen
- Parking
R2,685/Night
7 Nights - R18,796
Instantly Bookable Holiday Homes in Happy Valley
Over 47+ Instantly Bookable Holiday Homes in or Near Happy Valley
House
- Portland
- ·
- Happy Valley
- 0.92 mi to center
10.0Exceptional
(15 Reviews)
3 Bedrooms
2 Baths
7 Guests
1896 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R5,202/Night
7 Nights - R36,416
House
1 Bedroom
1 Bath
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
R3,592/Night
7 Nights - R25,148
House
10.0Exceptional
(1 Review)
3 Bedrooms
3 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R4,978/Night
7 Nights - R34,848
House
- Portland
- ·
- Rock Creek
- 1.09 mi to center
9.4Exceptional
(10 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
R4,020/Night
7 Nights - R28,136
House
- Portland
- ·
- Rock Creek
- 1.13 mi to center
3 Bedrooms
2 Baths
8 Guests
1682 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R3,702/Night
7 Nights - R25,915
House
- Portland
- ·
- Pleasant Valley
- 1.62 mi to center
10.0Exceptional
(53 Reviews)
2 Bedrooms
1 Bath
4 Guests
1400 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R4,512/Night
7 Nights - R31,582
Cabin
- Portland
- ·
- Pleasant Valley
- 0.42 mi to center
2 Bedrooms
1 Bath
4 Guests
1250 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
R3,548/Night
7 Nights - R24,838
House
- Portland
- ·
- Pleasant Valley
- 1.12 mi to center
1 Bedroom
1 Bath
- Breakfast
- Kitchen
- Child Friendly
Bedding/Linens
R5,145/Night
7 Nights - R36,007
House
- Portland
- ·
- Happy Valley
- 2.15 mi to center
7.8Very Good
(27 Reviews)
2 Bedrooms
2 Baths
6 Guests
1592 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R7,310/Night
7 Nights - R51,161
Book a Last Minute Place to Stay in Happy Valley
About Casai's Private Villas and Holiday Rentals in Happy Valley
Discover more than 126 vacation rentals available in Happy Valley. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Happy Valley.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Happy Valley, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Happy Valley. On average, places to stay near Happy Valley offer 969.67 ft², with nightly prices averaging R5,062.
With Casai, finding and comparing holiday rentals in Happy Valley is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Happy Valley
| Type | Count |
|---|---|
| Vacation Homes | 98 |
| Holiday Apartments | 11 |
| Villas | 1 |
Use these Quick Filters to Find a Holiday Rental in Happy Valley
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Happy Valley.
Weather in Happy Valley, OR
View the weather forecast for Happy Valley before booking your Happy Valley Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Happy Valley, OR
Casai offers a large selection of top attractions around Happy Valley . Research things to do on your vacation before you visit Happy Valley.
Other Places to Stay in Happy Valley, OR
Frequently Asked Questions About Happy Valley?
What are the top holiday rentals in Happy Valley?
With numerous options available in Happy Valley, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Happy Valley:
- ‘The Owl’s Nest’ w/Hot Tub & Forest Views!
- All the Views: A Private BnB with VIEWS
- Huge Luxury Home with huge Deck near Powell Butte Park
- Stunning Ranch Home in Walkable Gorgeous Happy Valley Neighborhood
- Sunset Vista in Happy Valley
- Sleek Urban Retreat in Happy Valley
- Simply Chic townhome 15 mins to PDX airport.
- Mt Scott Forest Estate— Theater, Sauna, Game Room, Firepit, 15 Min PDX, Sleeps 9
- Spacious 6-bedroom house with AC, fitness room in gated quiet area Happy Valley
- Luxury Modern Vacation House
Which holiday homes in Happy Valley are best for families?
If you're searching for a family-friendly holiday home in Happy Valley, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Happy Valley:
- 30%Monthly Discount/3B/2.5BA House with Large Backyard in Clackamas
- The Place To Be; With A Hot Tub!
- Charming 2-bedroom house in marvelous Portland with WiFi, AC
How many Casai.co.za holiday rentals are available in Happy Valley?
As of 2026, Casai boasts over 126 properties listed in the Happy Valley area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Happy Valley.
Nearby Neighborhood (2)
| Neighborhood | Property Count |
|---|---|
| Southgate Vacation Rentals in Portland, Oregon | 232 |
| Rock Creek Vacation Rentals in Portland, Oregon | 74 |
People Also Ask
Finding the best prices in Happy Valley
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