Boulder pickleball Stays, Resort Rentals, & Homes
10.0
Exceptional
(192 Reviews)
- Montana
- Jefferson County
- 15.86 mi to center
256 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $162/Night
For 7 Nights US $1,134
10.0
Exceptional
(1 Review)
- Helena
- Montana City
- 1.97 mi to center
5005.22 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Parking
US $269/Night
For 7 Nights US $1,883
9.8
Exceptional
(251 Reviews)
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Breakfast
- Parking
- Air Conditioner
US $195/Night
For 7 Nights US $1,367
10.0
Exceptional
(117 Reviews)
- Montana
- East Helena
- 4.66 mi to center
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $146/Night
For 7 Nights US $1,022
10.0
Exceptional
(1 Review)
10 Guests
4 Bedrooms
2 Bathrooms
Apartment
- Pet Friendly
- Parking
- Child Friendly
US $289/Night
For 7 Nights US $2,021
10.0
Exceptional
(67 Reviews)
800 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $217/Night
For 7 Nights US $1,518
10.0
Exceptional
(64 Reviews)
- Helena
- Montana City
- 2.44 mi to center
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $157/Night
For 7 Nights US $1,096
10.0
Exceptional
(21 Reviews)
- Montana
- Jefferson City
- 1.48 mi to center
900 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $139/Night
For 7 Nights US $971
10.0
Exceptional
(15 Reviews)
- East Helena
- Four Range
- 24.87 mi to center
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $219/Night
For 7 Nights US $1,535
Luxury Places to Stay in Boulder
Over 470+ Luxury Places to Stay in or Near Boulder
New
- Montana
- Broadwater County
- 3.48 mi to center
2 Guests
1 Bedroom
1 Bathroom
Couples Retreat
Apartment
- Fireplace/Heating
- Air Conditioner
- Internet
US $1,365/Night
For 7 Nights US $9,552
10.0
Exceptional
(1 Review)
15 Guests
8 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Kitchen
US $1,095/Night
For 7 Nights US $7,665
10.0
Exceptional
(2 Reviews)
- Helena
- Montana City
- 1.43 mi to center
4575 ft²
12 Guests
6 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $1,035/Night
For 7 Nights US $7,246
New
14 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
US $796/Night
For 7 Nights US $5,569
10.0
Exceptional
(13 Reviews)
5300 ft²
10 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $721/Night
For 7 Nights US $5,050
8.2
Excellent
(73 Reviews)
- Helena
- Helena West Side
- 2.49 mi to center
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $634/Night
For 7 Nights US $4,436
10.0
Exceptional
(21 Reviews)
5000 ft²
12 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Internet
- Child Friendly
US $631/Night
For 7 Nights US $4,418
10.0
Exceptional
(5 Reviews)
- Helena
- Montana City
- 1.13 mi to center
13 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Kitchen
US $626/Night
For 7 Nights US $4,385
10.0
Exceptional
(4 Reviews)
14 Guests
6 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
US $611/Night
For 7 Nights US $4,279
Top-Rated Villas with a Pool in Boulder
Over 56+ Top-Rated Private Villas with a Pool in or Near Boulder
10.0
Exceptional
(21 Reviews)
- Helena
- Helena West Side
- 1.04 mi to center
1 ft²
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $202/Night
For 7 Nights US $1,414
10.0
Exceptional
(6 Reviews)
- Montana
- Broadwater County
- 6.16 mi to center
2600 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Pool
US $450/Night
For 7 Nights US $3,150
9.9
Exceptional
(16 Reviews)
1001.04 ft²
71 Guests
24 Bedrooms
12 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Spa
US $399/Night
For 7 Nights US $2,793
9.8
Exceptional
(14 Reviews)
8 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Kitchen
US $194/Night
For 7 Nights US $1,361
9.4
Exceptional
(1004 Reviews)
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Spa
- Fireplace/Heating
US $130/Night
For 7 Nights US $913
9.4
Exceptional
(1003 Reviews)
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Pool
- Balcony/Terrace
US $107/Night
For 7 Nights US $747
9.4
Exceptional
(873 Reviews)
1 Bathroom
Family Friendly
Hotel
- Pool
- Breakfast
- Kitchen
US $161/Night
For 7 Nights US $1,127
9.2
Exceptional
(1000 Reviews)
1 Bathroom
Family Friendly
Hotel
- Pool
- Breakfast
- Kitchen
US $109/Night
For 7 Nights US $765
9.2
Exceptional
(794 Reviews)
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Fireplace/Heating
- Pool
US $136/Night
For 7 Nights US $951
Pet-Friendly Villas in Boulder
Over 187+ Pet-Friendly Private Villas in or Near Boulder
10.0
Exceptional
(8 Reviews)
350 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Cabin
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $180/Night
For 7 Nights US $1,261
9.8
Exceptional
(6 Reviews)
4 Guests
1 Bedroom
1 Bathroom
Apartment
- Pet Friendly
- Parking
- Child Friendly
US $236/Night
For 7 Nights US $1,650
9.6
Exceptional
(50 Reviews)
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $168/Night
For 7 Nights US $1,174
9.8
Exceptional
(42 Reviews)
500 ft²
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $141/Night
For 7 Nights US $989
9.6
Exceptional
(31 Reviews)
434.86 ft²
32 Guests
5 Bedrooms
5 Bathrooms
Cabin
- Skiing
- Fireplace/Heating
- Pet Friendly
US $190/Night
For 7 Nights US $1,330
9.6
Exceptional
(28 Reviews)
900 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $171/Night
For 7 Nights US $1,198
9.4
Exceptional
(24 Reviews)
900 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $226/Night
For 7 Nights US $1,585
9.0
Exceptional
(31 Reviews)
2 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $151/Night
For 7 Nights US $1,058
10.0
Exceptional
(63 Reviews)
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Condo
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $156/Night
For 7 Nights US $1,089
Large Private Villas in Boulder
Over 39+ Large Villas in or Near Boulder for Groups and Families
10.0
Exceptional
(41 Reviews)
- Montana
- Broadwater County
- 14.12 mi to center
10 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $288/Night
For 7 Nights US $2,016
8.0
Excellent
(1 Review)
3003.13 ft²
10 Guests
3 Bedrooms
3 Bathrooms
Free Cancellation
House
- Spa
- Fireplace/Heating
- Pet Friendly
US $455/Night
For 7 Nights US $3,187
9.4
Exceptional
(9 Reviews)
- Helena
- Montana City
- 1.70 mi to center
4800 ft²
14 Guests
6 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $522/Night
For 7 Nights US $3,654
10.0
Exceptional
(36 Reviews)
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $338/Night
For 7 Nights US $2,363
10.0
Exceptional
(27 Reviews)
9 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $423/Night
For 7 Nights US $2,964
9.6
Exceptional
(69 Reviews)
3100 ft²
10 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $343/Night
For 7 Nights US $2,400
9.6
Exceptional
(51 Reviews)
4000 ft²
12 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $426/Night
For 7 Nights US $2,979
4.0
Average
(1 Review)
45 Guests
4 Bedrooms
1 Bathroom
Family Friendly
Other
- Fireplace/Heating
- Child Friendly
- Security/Safety
US $116/Night
For 7 Nights US $810
10.0
Exceptional
(129 Reviews)
10 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $408/Night
For 7 Nights US $2,858
Wheelchair Accessible Holiday Homes in Boulder
Over 52+ Wheelchair Accessible Villas and Holiday Homes in or Near Boulder
New
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Kitchen
- Parking
US $208/Night
For 7 Nights US $1,459
9.0
Exceptional
(1 Review)
904.17 ft²
4 Guests
1 Bedroom
1 Bathroom
Free Cancellation
Apartment
- Fireplace/Heating
- View
- Pet Friendly
US $198/Night
For 7 Nights US $1,387
9.4
Exceptional
(521 Reviews)
1 Bathroom
Family Friendly
Hotel
- Skiing
- Fireplace/Heating
- Balcony/Terrace
US $174/Night
For 7 Nights US $1,217
New
1140 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $331/Night
For 7 Nights US $2,315
New
904.17 ft²
6 Guests
2 Bedrooms
1 Bathroom
Free Cancellation
Apartment
- Fireplace/Heating
- Balcony/Terrace
- View
US $285/Night
For 7 Nights US $1,995
9.0
Exceptional
(1006 Reviews)
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Skiing
- Pool
US $165/Night
For 7 Nights US $1,156
9.0
Exceptional
(217 Reviews)
1 Bathroom
Family Friendly
Hotel
- Private Pool
- Hot Tub
- Pool
US $197/Night
For 7 Nights US $1,378
8.9
Fabulous
(227 Reviews)
312.15 ft²
1 Bathroom
Hotel
- Private Pool
- Fireplace/Heating
- Pool
US $220/Night
For 7 Nights US $1,539
8.7
Fabulous
(390 Reviews)
404.72 ft²
1 Bathroom
Hotel
- Private Pool
- Oceanfront
- Hot Tub
US $210/Night
For 7 Nights US $1,470
Boulder Villas, Airbnb and Holiday Homes Under $200
Over 238+ Boulder Private Villas, Airbnb and Holiday Homes Under $200
10.0
Exceptional
(3 Reviews)
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $140/Night
For 7 Nights US $983
9.4
Exceptional
(66 Reviews)
2 Guests
3 Bedrooms
1 Bathroom
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Parking
US $109/Night
For 7 Nights US $763
9.4
Exceptional
(276 Reviews)
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Kitchen
- Parking
US $150/Night
For 7 Nights US $1,049
10.0
Exceptional
(1 Review)
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $107/Night
For 7 Nights US $748
9.4
Exceptional
(8 Reviews)
4 Guests
1 Bedroom
1 Bathroom
Free Cancellation
Apartment
- Pet Friendly
- Parking
- Internet
US $198/Night
For 7 Nights US $1,387
9.8
Exceptional
(73 Reviews)
- Butte
- Deer Lodge
- 0.67 mi to center
600 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $106/Night
For 7 Nights US $743
New
- Montana
- Jefferson County
- 10.05 mi to center
2 Guests
1 Bedroom
1 Bathroom
Couples Retreat
Cabin
- Fireplace/Heating
- Security/Safety
US $119/Night
For 7 Nights US $832
New
4 Guests
1 Bedroom
1 Bathroom
Couples Retreat
Cabin
- Fireplace/Heating
- Internet
- Child Friendly
US $107/Night
For 7 Nights US $748
10.0
Exceptional
(16 Reviews)
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $197/Night
For 7 Nights US $1,380
Instantly Bookable Villa Rentals in Boulder
Over 240+ Instantly Bookable Private Villas in or Near Boulder
9.8
Exceptional
(40 Reviews)
- Helena
- Montana City
- 2.45 mi to center
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Kitchen
- Air Conditioner
- Internet
US $259/Night
For 7 Nights US $1,814
New
2 Guests
2 Bedrooms
2 Bathrooms
Couples Retreat
Apartment
- Fireplace/Heating
- Pet Friendly
- Parking
US $187/Night
For 7 Nights US $1,312
9.8
Exceptional
(20 Reviews)
900 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $207/Night
For 7 Nights US $1,449
9.8
Exceptional
(7 Reviews)
- Montana
- Jefferson County
- 3.16 mi to center
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
US $229/Night
For 7 Nights US $1,603
9.6
Exceptional
(10 Reviews)
- Montana
- Broadwater County
- 6.31 mi to center
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $256/Night
For 7 Nights US $1,789
New
4 Guests
2 Bedrooms
2 Bathrooms
Couples Retreat
House
- Fireplace/Heating
- Air Conditioner
- Internet
US $237/Night
For 7 Nights US $1,661
10.0
Exceptional
(34 Reviews)
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Kitchen
- Parking
US $286/Night
For 7 Nights US $2,000
10.0
Exceptional
(18 Reviews)
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $248/Night
For 7 Nights US $1,733
10.0
Exceptional
(10 Reviews)
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
US $157/Night
For 7 Nights US $1,096
Book a Last Minute Place to Stay in Boulder
About Boulder Vacation Rentals
Discover over 479 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 556.27 ft², with prices averaging US $227 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 | 220 |
| Holiday Apartments | 101 |
| Cottages | 9 |
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!
- Tizer Botanic Gardens Cabin 1/2 way between Yellowstone & Glacier National Parks
- 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.
- Ranch House in the Elkhorn Mountains
- 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)
- Relaxing Escape - The Clancy Cottage
How many pickleball-ready properties have private pools in Boulder?
Discover 14 accommodations with private or nearby pickleball courts in Boulder. Some of the best destinations to stay and play pickleball are:
- Holiday Inn Express Hotel & Suites Butte by IHG
- Fairfield Inn & Suites by Marriott Butte
- Holiday Inn Express and Suites Helena by IHG
- Home2 Suites By Hilton Helena
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.
- Luxury Home with Movie Room - right outside of Helena
- Updated Helena Condo - Walk to Downtown Spots
- 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 479 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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Finding the best prices in Boulder
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