Vacation Rentals with Pool in Chapman Square, OR: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Oregon

  5.  Portland
  6.  Chapman Square

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25 Best Vacation Rentals with Pool in Chapman Square (Starting from $85)

Arboretum Retreat
Arboretum Retreat
House
Portland, OR, USA
3.6k from Chapman Square center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Accessible hotels

3 Bedrooms6 Guests
New to Booking
$539
Average price / night
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Downtown condo with free parking
Downtown condo with free parking
Condo
Portland, OR, 97201, United States
0.7k from Chapman Square center

AC, Balcony, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

1 Bedroom4 Guests
10.0

Exceptional

7 reviews

$116
Average price / night
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30 Day+ Craftsman; Stroll 2 Food & Downtown!
30 Day+ Craftsman; Stroll 2 Food & Downtown!
House
Portland, OR, USA
4.1k from Chapman Square center

Balcony/Terrace, Pet Friendly, Oceanfront, Barbecue/Outdoor Cooking, Pool, Ocean View, Child Friendly

5 Bedrooms8 Guests
New to Booking
$497
Average price / night
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Charming Downtown Condo with a View
Charming Downtown Condo with a View
Condo
Portland, OR, 97201, United States
0.7k from Chapman Square center

AC, Balcony, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom2 Guests
New to Booking
$130
Average price / night
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Multnomah Village Hideaway
Multnomah Village Hideaway
House
Portland, OR, USA
6.9k from Chapman Square center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Accessible hotels

2 Bedrooms4 Guests
7.5

Good

4 reviews

$310
Average price / night
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1-bedroom condo in Portland with AC, WiFi, cable TV, kitchen, garage parking, DW
1-bedroom condo in Portland with AC, WiFi, cable TV, kitchen, garage parking, DW
Condo
Portland, OR, 97201, United States
0.9k from Chapman Square center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom3 Guests
10.0

Exceptional

2 reviews

$85
Average price / night
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Beautiful Down Town Portland!  14th floor  2BDR/@ Bath
Beautiful Down Town Portland! 14th floor 2BDR/@ Bath
Condo
Portland, OR, 97201, United States
1.0k from Chapman Square center

AC, Dryer, Extra Bed, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
10.0

Exceptional

4 reviews

$175
Average price / night
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Central Riverfront 1 bedroom condo with a view!
Central Riverfront 1 bedroom condo with a view!
Condo
Portland, OR, 97209, United States
1.1k from Chapman Square center

AC, Internet, Kitchen, No Smoking, Pool

1 Bedroom2 Guests
New to Booking
$195
Average price / night
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Lovely Condo on the Spectacular Willamette River
Lovely Condo on the Spectacular Willamette River
Condo
Portland, OR, 97209, United States
1.1k from Chapman Square center

AC, Free Parking, Hot Tub, Internet, No Smoking, Outdoor Space, Patio, Pool

1 Bedroom2 Guests
New to Booking
$113
Average price / night
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Waterfront Pearl Condo with Awesome River Views,  w/Parking
Waterfront Pearl Condo with Awesome River Views, w/Parking
Condo
Portland, OR, 97209, United States
1.3k from Chapman Square center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$110
Average price / night
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Renovated waterfront condo near the Pearl District
Renovated waterfront condo near the Pearl District
Condo
Portland, OR, 97209, United States
1.3k from Chapman Square center

AC, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms3 Guests
New to Booking
$173
Average price / night
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 Cozy, spacious, safe 2 bed, 2 bath, condo with 2 covered deeded parking spaces.
Cozy, spacious, safe 2 bed, 2 bath, condo with 2 covered deeded parking spaces.
Condo
Portland, OR, 97209, United States
1.5k from Chapman Square center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$133
Average price / night
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Waterfront Pearl, Great Views,  w/ dedicated Parking
Waterfront Pearl, Great Views, w/ dedicated Parking
Condo
Portland, OR, 97209, United States
1.5k from Chapman Square center

AC, Barbecue, Free Parking, Internet, Kitchen, Microwave, No Smoking, Patio, Pool

1 Bedroom3 Guests
New to Booking
$132
Average price / night
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Waterfront Pearl Home Away from Home
Waterfront Pearl Home Away from Home
Condo
Portland, OR, 97209, United States
1.6k from Chapman Square center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms4 Guests
9.6

Exceptional

74 reviews

$137
Average price / night
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840 square foot 1-bedroom 1 bath condo on the RIVER. 2 balconies! Pool. Hot tub.
840 square foot 1-bedroom 1 bath condo on the RIVER. 2 balconies! Pool. Hot tub.
Condo
Portland, OR, 97209, United States
1.7k from Chapman Square center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

1 Bedroom2 Guests
New to Booking
$91
Average price / night
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Mid-century modern home with pool, WiFi, BBQ grill, patio, and fireplace
Mid-century modern home with pool, WiFi, BBQ grill, patio, and fireplace
House
Portland, OR, 97221, United States
3.6k from Chapman Square center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Kitchen, Laundry, Living Area

3 Bedrooms7 Guests
8.0

Good

7 reviews

$513
Average price / night
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Magic Barn, Walk Score 93!
Magic Barn, Walk Score 93!
House
Portland, OR, 97214, United States
4.4k from Chapman Square center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

1 Bedroom2 Guests
9.6

Exceptional

82 reviews

$165
Average price / night
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Alberta Nest: Home Base for Adventure in the City
Alberta Nest: Home Base for Adventure in the City
House
Portland, OR, 97211, United States
5.7k from Chapman Square center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

1 Bedroom4 Guests
10.0

Exceptional

34 reviews

$245
Average price / night
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The Happy Place - 2BD Sellwood Creative Retreat
The Happy Place - 2BD Sellwood Creative Retreat
House
Portland, OR, 97202, United States
5.9k from Chapman Square center

AC, Crib, Dryer, Heater, Internet, Laundry, Microwave, No Smoking, Outdoor Space

2 Bedrooms4 Guests
10.0

Exceptional

14 reviews

$363
Average price / night
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Amazing large home close in Portland with pool and sauna!
Amazing large home close in Portland with pool and sauna!
House
Portland, OR, 97225, United States
6.2k from Chapman Square center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

4 Bedrooms10 Guests
New to Booking
$830
Average price / night
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Tranquil, walkable home with seasonal pool, beautiful gardens & 2 patios
Tranquil, walkable home with seasonal pool, beautiful gardens & 2 patios
House
Portland, OR, 97219, United States
6.9k from Chapman Square center

AC, Barbecue, Dryer, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
10.0

Exceptional

21 reviews

$243
Average price / night
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Palais de Leon - Ultra-Luxury Riverfront Estate, Pool, Spa, Theater, Dock, Hot Tubs, Gym on 3 Acres
Palais de Leon - Ultra-Luxury Riverfront Estate, Pool, Spa, Theater, Dock, Hot Tubs, Gym on 3 Acres
House
Lake Oswego, OR, 97034, United States
9.4k from Chapman Square center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

10 Bedrooms15 Guests
10.0

Exceptional

2 reviews

$8085
Average price / night
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Delightful apartment with AC in charming Lake Oswego
Delightful apartment with AC in charming Lake Oswego
Apartment
Lake Oswego, OR, 97035, United States
9.8k from Chapman Square center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking

1 Bedroom3 Guests
9.0

Fabulous

2 reviews

$144
Average price / night
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Lovely Studio/Guesthouse in Lake Oswego
Lovely Studio/Guesthouse in Lake Oswego
House
Lake Oswego, OR, 97034, United States
9.8k from Chapman Square center

AC, Crib, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

1 Bedroom2 Guests
9.8

Exceptional

89 reviews

$203
Average price / night
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Modern Milwaukie Home w/Pool & Outdoor Space
Modern Milwaukie Home w/Pool & Outdoor Space
House
Milwaukie, OR, 97222, United States
9.9k from Chapman Square center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms7 Guests
New to Booking
$447
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Pool in Chapman Square.

Where to stay in Chapman Square? Best neighborhoods & areas

Chapman Square Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 25 verified vacation rentals with a pool in Chapman Square. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Chapman Square vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $85 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Chapman Square offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Chapman Square welcome pets. Currently, 9 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Chapman Square often include additional outdoor features such as Pool, Laundry, and Balcony/Terrace. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Chapman Square offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.