Boulder pickleball Stays, Resort Rentals, & Homes
New
House
7 Bedrooms
5 Baths
20 Guests
Parking
Balcony/Terrace
Kitchen
Air Conditioner
US $932/Night
7 Nights - US $6,521
Apartment
- Helena
- ·
- Helena Valley Southeast
- 1.88 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
409.03 ft²
- Parking
- Balcony/Terrace
Internet
Pet Friendly
US $150/Night
7 Nights - US $1,048
Bed & Breakfast
9.8Exceptional
(266 Reviews)
1 Bedroom
1 Bath
Breakfast- Parking
- Air Conditioner
- Internet
US $314/Night
7 Nights - US $2,199
Cottage
10.0Exceptional
(73 Reviews)
1 Bedroom
1 Bath
2 Guests
800 ft²
Hot Tub- Parking
- Balcony/Terrace
- Kitchen
US $289/Night
7 Nights - US $2,022
Apartment
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
10 Guests
- Parking
- Pet Friendly
Child Friendly
Security/Safety
US $421/Night
7 Nights - US $2,944
Cabin
- Helena
- ·
- Montana City
- 2.44 mi to center
10.0Exceptional
(68 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $229/Night
7 Nights - US $1,603
Apartment
- Helena
- ·
- Montana City
- 2.45 mi to center
10.0Exceptional
(42 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $259/Night
7 Nights - US $1,814
House
- Montana
- ·
- Jefferson City
- 1.48 mi to center
10.0Exceptional
(21 Reviews)
1 Bedroom
1 Bath
2 Guests
900 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $169/Night
7 Nights - US $1,182
House
- Helena
- ·
- Montana City
- 1.29 mi to center
10.0Exceptional
(20 Reviews)
1 Bedroom
1 Bath
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $222/Night
7 Nights - US $1,557
Luxury Places to Stay in Boulder
Over 505+ Luxury Places to Stay in or Near Boulder
House
- Helena
- ·
- Montana City
- 1.43 mi to center
10.0Exceptional
(4 Reviews)
6 Bedrooms
3 Baths
12 Guests
4575 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,018/Night
7 Nights - US $7,129
House
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
14 Guests
- Parking
Spa
Ocean View- Balcony/Terrace
US $872/Night
7 Nights - US $6,105
House
10.0Exceptional
(28 Reviews)
5 Bedrooms
4 Baths
12 Guests
5000 ft²
- Internet
TV
Bedding/Linens
Wellness Facilities
US $787/Night
7 Nights - US $5,507
New
Cabin
3 Bedrooms
1 Bath
8 Guests
- Internet
- Pet Friendly
- Child Friendly
Laundry
US $770/Night
7 Nights - US $5,390
House
- Helena
- ·
- Montana City
- 1.13 mi to center
10.0Exceptional
(5 Reviews)
4 Bedrooms
3 Baths
13 Guests
- Hot Tub
- Kitchen
- Air Conditioner
- Internet
US $716/Night
7 Nights - US $5,009
House
5 Bedrooms
2 Baths
10 Guests
1800 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $679/Night
7 Nights - US $4,751
House
- Helena
- ·
- Montana City
- 1.70 mi to center
9.6Exceptional
(14 Reviews)
6 Bedrooms
3 Baths
14 Guests
4800 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $648/Night
7 Nights - US $4,536
House
10.0Exceptional
(15 Reviews)
4 Bedrooms
4 Baths
12 Guests
3500 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $645/Night
7 Nights - US $4,518
Hotel
- Helena
- ·
- Helena West Side
- 2.49 mi to center
8.2Excellent
(73 Reviews)
1 Bath
- Breakfast
- Parking
Pool- Balcony/Terrace
US $634/Night
7 Nights - US $4,436
Top-Rated Villas with a Pool in Boulder
Over 54+ Top-Rated Private Villas with a Pool in or Near Boulder
House
- Helena
- ·
- Helena West Side
- 1.04 mi to center
10.0Exceptional
(21 Reviews)
1 Bedroom
1 Bath
3 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $381/Night
7 Nights - US $2,669
Hotel
10.0Exceptional
(1 Review)
1 Bath
- Parking
- Pool
- Air Conditioner
- Internet
US $100/Night
7 Nights - US $702
Apartment
9.6Exceptional
(17 Reviews)
2 Bedrooms
1 Bath
8 Guests
- Pool
- Kitchen
- Internet
- Child Friendly
US $254/Night
7 Nights - US $1,777
Hotel
9.4Exceptional
(1008 Reviews)
1 Bath
- Hot Tub
- Breakfast
- Parking
- Pool
US $168/Night
7 Nights - US $1,179
Hotel
9.4Exceptional
(1001 Reviews)
1 Bath
- Hot Tub
- Breakfast
- Parking
- Pool
US $130/Night
7 Nights - US $907
Hotel
9.4Exceptional
(958 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $247/Night
7 Nights - US $1,731
Hotel
9.2Exceptional
(1001 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $133/Night
7 Nights - US $932
Hotel
9.2Exceptional
(903 Reviews)
1 Bath
- Hot Tub
- Breakfast
- Parking
- Pool
US $262/Night
7 Nights - US $1,835
Hotel
9.0Exceptional
(1005 Reviews)
1 Bath
- Hot Tub
- Breakfast
- Parking
- Pool
US $188/Night
7 Nights - US $1,316
Pet-Friendly Villas in Boulder
Over 203+ Pet-Friendly Private Villas in or Near Boulder
Cabin
- East Helena
- ·
- Four Range
- 24.87 mi to center
10.0Exceptional
(15 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $314/Night
7 Nights - US $2,200
Apartment
9.8Exceptional
(6 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Pet Friendly
- Child Friendly
- Security/Safety
US $236/Night
7 Nights - US $1,650
Cabin
9.6Exceptional
(53 Reviews)
1 Bedroom
1 Bath
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $217/Night
7 Nights - US $1,521
Cabin
10.0Exceptional
(12 Reviews)
1 Bedroom
1 Bath
2 Guests
350 ft²
- Parking
- Ocean View
- Balcony/Terrace
View
US $309/Night
7 Nights - US $2,162
House
9.6Exceptional
(6 Reviews)
3 Bedrooms
2 Baths
8 Guests
1754.52 ft²
- Parking
- Balcony/Terrace
- View
- Internet
US $327/Night
7 Nights - US $2,288
House
- Montana
- ·
- East Helena
- 4.66 mi to center
9.8Exceptional
(128 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $168/Night
7 Nights - US $1,179
House
9.6Exceptional
(28 Reviews)
1 Bedroom
1 Bath
4 Guests
900 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $251/Night
7 Nights - US $1,760
House
9.4Exceptional
(26 Reviews)
2 Bedrooms
1 Bath
6 Guests
900 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $324/Night
7 Nights - US $2,267
Cabin
8.8Fabulous
(36 Reviews)
2 Bedrooms
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $210/Night
7 Nights - US $1,467
Large Private Villas in Boulder
Over 41+ Large Villas in or Near Boulder for Groups and Families
House
- Montana
- ·
- Broadwater County
- 14.12 mi to center
10.0Exceptional
(42 Reviews)
3 Bedrooms
1 Bath
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $392/Night
7 Nights - US $2,744
Cabin
9.5Exceptional
(19 Reviews)
5 Bedrooms
5 Baths
32 Guests
434.86 ft²
- Parking
Skiing- Internet
- Pet Friendly
US $190/Night
7 Nights - US $1,330
New
House
- Butte
- ·
- Deer Lodge
- 1.08 mi to center
5 Bedrooms
3 Baths
11 Guests
- Internet
- Pet Friendly
- Laundry
- Bedding/Linens
US $200/Night
7 Nights - US $1,402
House
8.0Excellent
(1 Review)
3 Bedrooms
3 Baths
10 Guests
3003.13 ft²
- Parking
- Spa
- Balcony/Terrace
- Internet
US $455/Night
7 Nights - US $3,187
House
10.0Exceptional
(40 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $334/Night
7 Nights - US $2,336
House
10.0Exceptional
(35 Reviews)
5 Bedrooms
3 Baths
9 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $478/Night
7 Nights - US $3,349
House
9.6Exceptional
(80 Reviews)
5 Bedrooms
2 Baths
10 Guests
3100 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $343/Night
7 Nights - US $2,400
Apartment
9.6Exceptional
(61 Reviews)
4 Bedrooms
2 Baths
12 Guests
4000 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $426/Night
7 Nights - US $2,979
House
4.0Average
(1 Review)
4 Bedrooms
1 Bath
45 Guests
- Security/Safety
US $252/Night
7 Nights - US $1,761
Wheelchair Accessible Holiday Homes in Boulder
Over 50+ Wheelchair Accessible Villas and Holiday Homes in or Near Boulder
Condo
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $227/Night
7 Nights - US $1,590
Apartment
9.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
904.17 ft²
- Parking
- View
- Air Conditioner
- Internet
US $232/Night
7 Nights - US $1,624
Hotel
9.4Exceptional
(543 Reviews)
1 Bath
- Breakfast
- Parking
- Spa
- Skiing
US $178/Night
7 Nights - US $1,245
Condo
2 Bedrooms
2 Baths
5 Guests
1140 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $331/Night
7 Nights - US $2,315
Apartment
2 Bedrooms
1 Bath
6 Guests
904.17 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $385/Night
7 Nights - US $2,696
Hotel
9.0Exceptional
(832 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $192/Night
7 Nights - US $1,341
Hotel
9.0Exceptional
(229 Reviews)
2 Baths
312.15 ft²
Private Pool- Parking
- Pool
- Kitchen
US $202/Night
7 Nights - US $1,413
Hotel
9.0Exceptional
(222 Reviews)
1 Bath
- Private Pool
- Hot Tub
- Breakfast
- Parking
US $122/Night
7 Nights - US $855
Hotel
9.0Exceptional
(133 Reviews)
15 Baths
387.5 ft²
- Private Pool
- Hot Tub
- Breakfast
- Parking
US $247/Night
7 Nights - US $1,728
Boulder Villas, Airbnb and Holiday Homes Under $200
Over 247+ Boulder Private Villas, Airbnb and Holiday Homes Under $200
House
- Butte
- ·
- Deer Lodge
- 0.67 mi to center
9.8Exceptional
(77 Reviews)
2 Bedrooms
1 Bath
6 Guests
600 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $131/Night
7 Nights - US $919
House
- Montana
- ·
- Warmsprings
- 3.11 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
- Balcony/Terrace
- Kitchen
- Child Friendly
- TV
US $165/Night
7 Nights - US $1,152
Hotel
9.4Exceptional
(292 Reviews)
1 Bath
- Parking
- Kitchen
- Internet
Bar
US $175/Night
7 Nights - US $1,222
Cabin
9.8Exceptional
(56 Reviews)
1 Bedroom
1 Bath
3 Guests
500 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $177/Night
7 Nights - US $1,240
Apartment
9.5Exceptional
(2 Reviews)
1 Bedroom
1 Bath
3 Guests
301.39 ft²
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $134/Night
7 Nights - US $939
House
8.6Fabulous
(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Pet Friendly
US $194/Night
7 Nights - US $1,361
New
House
- Butte
- ·
- Deer Lodge
- 0.40 mi to center
1 Bedroom
1 Bath
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $189/Night
7 Nights - US $1,323
US $151/Night
7 Nights - US $1,058
House
10.0Exceptional
(25 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $197/Night
7 Nights - US $1,380
Instantly Bookable Villa Rentals in Boulder
Over 261+ Instantly Bookable Private Villas in or Near Boulder
New
Cabin
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $299/Night
7 Nights - US $2,095
Apartment
2 Bedrooms
2 Baths
2 Guests
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $187/Night
7 Nights - US $1,312
House
9.8Exceptional
(29 Reviews)
2 Bedrooms
1 Bath
4 Guests
900 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $256/Night
7 Nights - US $1,792
House
- Montana
- ·
- Jefferson County
- 3.16 mi to center
9.8Exceptional
(7 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $229/Night
7 Nights - US $1,603
House
- Montana
- ·
- Broadwater County
- 6.31 mi to center
9.4Exceptional
(13 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $302/Night
7 Nights - US $2,113
Cottage
2 Bedrooms
1 Bath
6 Guests
Oceanfront- Ocean View
- Balcony/Terrace
- View
US $429/Night
7 Nights - US $3,001
New
Cabin
1 Bedroom
1 Bath
4 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $376/Night
7 Nights - US $2,629
House
- Montana
- ·
- Broadwater County
- 5.90 mi to center
10.0Exceptional
(35 Reviews)
4 Bedrooms
2 Baths
7 Guests
1950 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $386/Night
7 Nights - US $2,701
Cabin
- Montana
- ·
- Jefferson County
- 19.30 mi to center
10.0Exceptional
(29 Reviews)
3 Bedrooms
1 Bath
6 Guests
1300 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $409/Night
7 Nights - US $2,861
Book a Last Minute Place to Stay in Boulder
About Boulder Vacation Rentals
Discover over 514 amazing vacation rental options in Boulder with pickleball courts or nearby facilities. From resorts to hotels, villas to condos, PickleTrip connects you with a vast selection of pickleball-ready amenities at great prices, providing you with the perfect spot to base your next pickleball vacation. Stay and Play pickleball When You Travel and uncover great stays in Boulder.
Find exclusive last-minute deals on vacation rentals, resorts, and hotels with private courts and nearby facilities with PickleTrip™, whether you're traveling solo or with a group. Our platform offers a variety of stay options, from vacation rentals to Airbnb-style properties, all with private pickleball courts or nearby facilities. Compare options from multiple suppliers with a single click to find the perfect stay that fits your budget and style. Places to stay near pickleball courts are an average of 517.28 ft², with prices averaging US $246 per night.
With PickleTrip™, you can easily search for and book your next pickleball vacation rental with courts or nearby facilities. Our platform connects you with the ideal holiday rental to create a lifetime of travel memories. Prices listed are often discounted versus rack rates, so you can secure your perfect place to stay today and get ready to play pickleball in Boulder.
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Top Pickleball-Ready Accommodation Types in Boulder
| Type | Count |
|---|---|
| Vacation Homes | 240 |
| Holiday Apartments | 109 |
| Cottages | 13 |
Use these Quick Filters to Find a Vacation Rental in Boulder
★ Pro Tip: PickleTrip™ is a travel platform, connecting avid pickleball players and enthusiasts with a variety of vacation rentals, resorts, and hotels featuring private pickleball courts or nearby facilities. We curate a vast selection of properties from trusted sources, providing you with unbeatable options and pricing to find the perfect pickleball getaway. Experience unforgettable pickleball matches in Boulder with PickleTrip™.
Weather in Boulder, MT
View the weather forecast for Boulder before booking your Boulder Vacation Rentals to confirm your best time to go.
December - February
High 54°F Low 20°F
March - May
High 68°F Low 34°F
June - August
High 89°F Low 52°F
September - November
High 76°F Low 34°F
Top Attractions Around Boulder, MT
PickleTrip offers a large selection of top attractions around Boulder . Research things to do on your vacation before you visit Boulder.
Frequently Asked Questions About Boulder?
What are the top vacation rentals, resorts, and hotels in Boulder with Courts?
Experience the ultimate pickleball vacation with PickleTrip™. We offer a variety of premium rental properties, resorts, and hotels with private pickleball courts or nearby facilities in Boulder. Whether you're a beginner or a seasoned player, we have the perfect destination for you to stay and play. Book now and discover the best pickleball vacation spots in Boulder!
- Country retreat with room for everyone! Sleeps up to 20 - great outdoor spaces
- Cozy spacious king bed suite, In the heart of Historic Helena, Montana!
- The Wheelhouse on Main
- Gateway to Great Northern close to historical downtown Helena.
- The Nest on Main - Walking distance to downtown Helena!
- Cozy townhouse close to Hospital & Capital
- Spacious Home with Stunning Mountain and Golf Course View’s!
- Helena Townhouse next to Skelton Park (Dog and kid friendly)
- Style and comfort in Helena! Easy access to any part of Helena. No cleaning fees
- Modern condo in the heart of Uptown Butte. - Unit A
How many pickleball-ready properties have private pools in Boulder?
Discover 13 accommodations with private or nearby pickleball courts in Boulder. Some of the best destinations to stay and play pickleball are:
- Copper King Convention Center, an Ascend Collection Hotel
- Home2 Suites By Hilton Helena
- Fairfield Inn & Suites by Marriott Butte
- Delta Hotels by Marriott Helena Colonial
Which vacation rentals, resorts, or hotels in Boulder is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Boulder? With PickleTrip™, you'll have access to a wide selection of top-rated properties that offer private pickleball courts or nearby facilities. Make the most of you getaway and ace your A-game while you travel.
- Enjoy this beautiful home, built in 2021, to experience Montana at its finest!
- Cozy, Walkable Helena Apartment! Dogs Welcome
- Historic Helena Retreat - Near Dtwn & Mt Helena!
How many PickleTrip vacation rentals or resorts are available in Boulder?
PickleTrip™ offers a diverse selection of properties with private pickleball courts or nearby facilities to enhance your pickleball experience on your next trip. With a combination of established great stays and new options in top locations, PickleTrip™ has over 514 properties listed in Boulder in 2026, and the number only continues to grow. By consolidating listings from various providers, PickleTrip™ brings you the best luxury stays for a sporty, professional, and fun travel experience.
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