Vacation Rentals in Olde Town, WA: Compare 10+ Sites & Save

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  3.  USA

  4.  Washington

  5.  Issaquah
  6.  Olde Town

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127 Best Vacation Rentals in Olde Town (Starting from $135)

Olde Town Issaquah Modern Home
Olde Town Issaquah Modern Home
House
Issaquah, WA, USA
0.1k from Olde Town center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Self-catering

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$225
Average price / night
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Beautiful new custom home on quiet street in Historic Downtown Issaquah
Beautiful new custom home on quiet street in Historic Downtown Issaquah
House
Issaquah, WA, 98027, United States
0.2k from Olde Town center

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

2 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$374
Average price / night
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Family Comfy Kid Family Pet-Friendly Home Near Everything
Family Comfy Kid Family Pet-Friendly Home Near Everything
Apartment
Issaquah, WA, USA
0.8k from Olde Town center

Apartments, Accommodations, Parking, Lodgings, Places to stay

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$168
Average price / night
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Pate House
Pate House
House
Issaquah, WA, 98027, United States
0.3k from Olde Town center

AC, Heater, Laundry, No Smoking, Washer

2 Bedrooms6 Guests
New to Booking
$450
Average price / night
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Issaquah Retreat Near Lake Sammamish State Park!
Issaquah Retreat Near Lake Sammamish State Park!
House
Issaquah, WA, USA
2.6k from Olde Town center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$350
Average price / night
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Walkable Olde Town Issy Hike/Mt.Bike_5 min to I 90 Seattle/Bellevue_Snoq Casino
Walkable Olde Town Issy Hike/Mt.Bike_5 min to I 90 Seattle/Bellevue_Snoq Casino
House
Issaquah, WA, 98027, United States
0.4k from Olde Town center

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

1 Bedroom4 Guests
10.0

Exceptional

8 reviews

$244
Average price / night
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Quaint Issaquah Home - Walk to Shops and Dining
Quaint Issaquah Home - Walk to Shops and Dining
House
Issaquah, WA, USA
2.6k from Olde Town center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

2 Bedrooms4 Guests
New to Booking
$166
Average price / night
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Fantastic 2-bedroom house in Issaquah perfect for family or traveling
Fantastic 2-bedroom house in Issaquah perfect for family or traveling
House
Issaquah, WA, 98027, United States
0.4k from Olde Town center

Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, No Smoking, Outdoor Space

2 Bedrooms5 Guests
New to Booking
$231
Average price / night
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The Garden Home
The Garden Home
Apartment
Issaquah, WA, USA
2.8k from Olde Town center

Apartments, Accommodations, Parking, Lodgings, Flats, Places to stay

3 Bedrooms7 Guests
New to Booking
$193
Average price / night
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Historic Issaquah, Amazing Seattle!
Historic Issaquah, Amazing Seattle!
House
Issaquah, WA, 98027, United States
0.5k from Olde Town center

Barbecue, Dryer, Fireplace, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$153
Average price / night
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City Oasis
City Oasis
Apartment
Issaquah, WA, USA
2.8k from Olde Town center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering

5 Bedrooms10 Guests
8.6

Fabulous

18 reviews

$212
Average price / night
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Charming 2-bedroom townhome in beautiful Issaquah with WiFi, AC
Charming 2-bedroom townhome in beautiful Issaquah with WiFi, AC
House
Issaquah, WA, 98027, United States
0.7k from Olde Town center

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

2 Bedrooms4 Guests
8.8

Fabulous

5 reviews

$352
Average price / night
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Green Garden
Green Garden
House
Issaquah, WA, USA
2.8k from Olde Town center

B&bs, Cheap, Accommodations, Parking, Guest houses, Homestays, Lodgings, Vacation rentals, Places to stay

1 Bedroom6 Guests
10.0

Exceptional

2 reviews

$184
Average price / night
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Charming 2-bedroom at Issaquah Front St
Charming 2-bedroom at Issaquah Front St
House
Issaquah, WA, 98027, United States
0.7k from Olde Town center

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

2 Bedrooms4 Guests
9.8

Exceptional

6 reviews

$325
Average price / night
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Water front Oasis
Water front Oasis
Villa
Issaquah, WA, USA
4.9k from Olde Town center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Self-catering

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$135
Average price / night
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Craftsman Duplex in Old Town Issaquah - Free Wi-Fi
Craftsman Duplex in Old Town Issaquah - Free Wi-Fi
House
Issaquah, WA, 98027, United States
0.7k from Olde Town center

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

3 Bedrooms6 Guests
10.0

Exceptional

63 reviews

$181
Average price / night
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The Mossy Nook A Cozy Escape in the Woods!
The Mossy Nook A Cozy Escape in the Woods!
House
Issaquah, WA, USA
5.0k from Olde Town center

Barbecue/Outdoor Cooking, Parking, Security/Safety, View, Internet, Child Friendly

1 Bedroom6 Guests
New to Booking
$314
Average price / night
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Fenced Yard, Trails out the back door, Minutes Walk to Downtown
Fenced Yard, Trails out the back door, Minutes Walk to Downtown
House
Issaquah, WA, 98027, United States
0.7k from Olde Town center

Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms6 Guests
10.0

Exceptional

11 reviews

$273
Average price / night
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Hike and Explore Guest Suite with Deck in Issaquah
Hike and Explore Guest Suite with Deck in Issaquah
House
Issaquah, WA, USA
5.5k from Olde Town center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

2 Bedrooms4 Guests
6.0

Review score

1 reviews

$235
Average price / night
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The Gateway Barn - Cozy King Suite & Walk to Main Street
The Gateway Barn - Cozy King Suite & Walk to Main Street
House
Issaquah, WA, 98027, United States
1.0k from Olde Town center

AC, Laundry, No Smoking

1 Bedroom2 Guests
New to Booking
$402
Average price / night
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Modern and Relaxing Lake Sammamish View House
Modern and Relaxing Lake Sammamish View House
House
Issaquah, WA, USA
5.7k from Olde Town center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$322
Average price / night
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The Gateway Gathering
The Gateway Gathering
House
Issaquah, WA, 98027, United States
1.1k from Olde Town center

AC, Laundry, No Smoking

4 Bedrooms9 Guests
New to Booking
$963
Average price / night
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Secluded Tree House Chalet
Secluded Tree House Chalet
House
Issaquah, WA, 98027, United States
1.1k from Olde Town center

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

3 Bedrooms5 Guests
10.0

Exceptional

32 reviews

$342
Average price / night
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Peaceful Oasis In The Woods. \nPrivate deck and entrance.
Peaceful Oasis In The Woods. \nPrivate deck and entrance.
House
Issaquah, WA, 98027, United States
1.1k from Olde Town center

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

2 Bedrooms4 Guests
10.0

Exceptional

11 reviews

$380
Average price / night
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The Gateway House - Charming Family Retreat with Spacious Yard
The Gateway House - Charming Family Retreat with Spacious Yard
House
Issaquah, WA, 98027, United States
1.2k from Olde Town center

AC, Laundry, No Smoking

3 Bedrooms6 Guests
6.0

Review score

1 reviews

$606
Average price / night
Check Availability
3-bedroom house in charming Issaquah with fitness room access and sauna
3-bedroom house in charming Issaquah with fitness room access and sauna
House
Issaquah, WA, 98027, United States
1.2k from Olde Town center

Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms7 Guests
10.0

Exceptional

1 reviews

$541
Average price / night
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Poppyrosa Estate with mountain views minutes from Seattle, Bellevue, Sea-Tac
Poppyrosa Estate with mountain views minutes from Seattle, Bellevue, Sea-Tac
House
Issaquah, WA, 98027, United States
1.2k from Olde Town center

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

4 Bedrooms6 Guests
9.4

Superb

24 reviews

$336
Average price / night
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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 in Olde Town.

Stay Near Olde Town's Top Attractions

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Olde Town Vacation Rentals on the Map

Frequently Asked Questions

You can explore 127 verified vacation rentals in Olde Town. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Olde Town vary depending on the season, property size, and location. Rates typically start from around $135 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Olde Town include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Olde Town welcome pets. Currently, 30 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Olde Town often include amenities such as Internet, Fireplace/Heating, and Bedding/Linens. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.