Pleasant Valley Holiday Rentals

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Our top choices for Pleasant Valley holiday rentals

Villa in Riverside

Mountain Villas
3.0 star property
9.2 out of 10, Wonderful, (99)
"We loved staying at the Villas again. They are in a wonderful location, always very clean, quiet and safe for our family. Highly recommend!"
United States
Rick
The price is NZ$438
includes taxes & fees
25 Jan - 26 Jan 2026
Mountain Villas

Holiday Home in South Superior

Superior's Itty-Bitty Inn
8.8 out of 10, Excellent, (22)
"The location was nice and clean, it was quite and lovely "
United States
samuel
The price is NZ$267
includes taxes & fees
28 Dec - 29 Dec
Superior's Itty-Bitty Inn
10.0 out of 10, Exceptional, (67)
"Clean, cozy space to stay! Worked perfect for us with our dog. Really appreciated all of the area recommendations the hosts provided - they were so helpful! Highly recommend! "
United States
Bethany S.
The price is NZ$422
includes taxes & fees
2 Jan - 3 Jan 2026
Jay Cooke Cottage: park like yard, pet friendly with firepit
2.0 star property
9.4 out of 10, Exceptional, (16)
"What an absolutely great place. It exceeded our expectations. Management company and communications were top notch. Would stay here again for sure. "
United States
Diane S.
The price is NZ$853
includes taxes & fees
5 Jan - 6 Jan 2026
Serenity Cottage - Private Yard, Sauna, ATV Trails

Holiday Home in Cloquet

House on the Hill | Dog-Friendly
10.0 out of 10, Exceptional, (3)
"Cute bungalow:clean and just enough space"
United States
Tracy M.
House on the Hill | Dog-Friendly

Apartment in Cloquet

Loft #15 Luxury Studio
10.0 out of 10, Exceptional, (1)
"Check-in was easy. The room is beautiful and the bed was cozy. We loved that we were so close to the downtown area. If we are in the area again jn the future, we would definitely stay here again!"
United States
Candice B.
The price is NZ$416
includes taxes & fees
28 Dec - 29 Dec
Loft #15 Luxury Studio
8.8 out of 10, Excellent, (8)
"Wonderful location and beautiful home!!"
United States
Julie B.
The price is NZ$626
includes taxes & fees
5 Jan - 6 Jan 2026
Historic House | Sleeps 9 | 8 Minutes from Duluth

Apartment in West Duluth

Northwoods Themed 3 bedroom 7 Guests
2.0 star property
The price is NZ$347
includes taxes & fees
4 Jan - 5 Jan 2026
Northwoods Themed 3 bedroom 7 Guests

Holiday Home in Downtown Superior

1013 · Humble Superior Getaway
9.0 out of 10, Wonderful, (37)
"Nice place to stay, trip was great ."
United States
Jake D.
The price is NZ$417
includes taxes & fees
4 Jan - 5 Jan 2026
1013 · Humble Superior Getaway

Holiday Home in Superior

Enchanted Forest Home Near Duluth
10.0 out of 10, Exceptional, (11)
"Such a wonderful gem! This home definitely lived up to its description plus was so comfortable and was the perfect spot for our long weekend away. The home was super clean and well cared for and provided all of the comforts and luxuries of home. We would definitely stay again!"
United States
Tiffany B.
The price is NZ$554
includes taxes & fees
30 Dec - 31 Dec
Enchanted Forest Home Near Duluth

Holiday Home in Superior

Light and Bright Northland
9.8 out of 10, Exceptional, (20)
"Clean, family-friendly "
United States
Ryan K.
The price is NZ$945
includes taxes & fees
5 Jan - 6 Jan 2026
Light and Bright Northland
9.0 out of 10, Wonderful, (12)
"Property worked great for us with close access to Duluth. "
United States
Casey V.
The price is NZ$562
includes taxes & fees
29 Dec - 30 Dec
The Zen Den - A charming 3-bedroom house in Superior/Duluth
10.0 out of 10, Exceptional, (33)
"This was a great location and plenty of space for my family. Enough beds for all of us and walking paths close by."
United States
Lonna S.
The price is NZ$1,649
includes taxes & fees
4 Jan - 5 Jan 2026
Shoreline Retreat Duluth, MN | Pet-Friendly | Access to (Bike/Hike/Water) trails
10.0 out of 10, Exceptional, (8)
"Spacious, clean, had everything we needed."
United States
Joan S.
The price is NZ$591
includes taxes & fees
5 Jan - 6 Jan 2026
Historic Tudor Cottage - Cute 3 Bedroom Home
9.8 out of 10, Exceptional, (25)
"House is very nice and is in a good location to visit Duluth "
United States
David A.
The price is NZ$655
includes taxes & fees
4 Jan - 5 Jan 2026
Hawk's Nest | New Construction 3 Bedroom Townhome
9.4 out of 10, Exceptional, (10)
"Our stay was lovely! The rooms were clean and comfortable. "
United States
Kayden B.
The price is NZ$296
includes taxes & fees
20 Jan - 21 Jan 2026
Grand Getaways Apt. #1 in beautiful Duluth, Mn with A/C
10.0 out of 10, Exceptional, (31)
"Awesome "
United States
Jonathan
The price is NZ$912
includes taxes & fees
29 Dec - 30 Dec
Escape to Chub Lake Retreat: Waterfront Luxury House in Carlton, Minnesota
10.0 out of 10, Exceptional, (37)
"Beautiful place! Great location. Great for families!"
United States
Shanna R.
The price is NZ$1,649
includes taxes & fees
4 Jan - 5 Jan 2026
Premium Modern Ski House | Spirit Mountain + Dog Friendly + Bentleyville
10.0 out of 10, Exceptional, (29)
"Great location"
United States
Christian D.
The price is NZ$1,649
includes taxes & fees
1 Jan - 2 Jan 2026
Premium Stylish Sunrise Home | Waterfront Views | Sauna | Dinning for 12 | Bike
New! Bright Beautiful Farmhouse on Oak
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pleasant Valley Hotel Reviews

Find out more about Pleasant Valley

Everything you need to know about Pleasant Valley holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pleasant Valley holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pleasant Valley holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pleasant Valley holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pleasant Valley. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pleasant Valley holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pleasant Valley holiday rentals we have selected for you start as low as NZ$296 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pleasant Valley rentals

At Expedia, we put the best Pleasant Valley holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Pleasant Valley rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pleasant Valley holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pleasant Valley. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Pleasant Valley?

Yes, there are holiday rentals close to the most popular sights in Pleasant Valley, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Pleasant Valley has to offer?

Escape to Chub Lake Retreat: Waterfront Luxury House in Carlton, Minnesota: This holiday home rental outside of Pleasant Valley offers a balcony, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub.

What’s there to see and do in Pleasant Valley?

While exploring the area, visit family-friendly sights like Gary New Duluth Park, or get outside and enjoy nature at Chub Lake. Jay Cooke State Park and Black Bear Casino are a couple of places you'll find in the wider area.

What’s a holiday rental in Pleasant Valley like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pleasant Valley. Holiday rentals offer extras such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from public hotel lifts and busy reception areas while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.