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Pleasant Valley Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Pleasant Valley vacation rentals

A modern living room with a sofa, coffee table, and a TV mounted on the wall.

1. Superior's Itty-Bitty Inn

Superior's Itty-Bitty Inn
South Superior
9.0 out of 10, Wonderful, (28 reviews)
"Perfect place for us to stay for a celebration of life in South Superior . "
United States
Anonymous traveller
The price is CA $101
CA $234 total
includes taxes & fees
Oct 21 - Oct 22
Superior's Itty-Bitty Inn
A spacious living area with a fireplace, a television, a dining table, and a sofa.

2. Mountain Villas

Mountain Villas
3.0 star property
Riverside
9.2 out of 10, Wonderful, (134 reviews)
"Great accommodations for a family of 7! Nice and close to the lifts for the downhill biking we did! Clean and comfortable"
Canada
Roger
The price is CA $264
CA $303 total
includes taxes & fees
Nov 1 - Nov 2
Mountain Villas
A living room with a sofa, a coffee table, a lamp, and a patterned rug. There is a TV and a fireplace in the background.

3. Jay Cooke Cottage: dogs welcome, wood burning Sauna, cold plunge,firepit & grill

Jay Cooke Cottage: dogs welcome, wood burning Sauna, cold plunge,firepit & grill
Esko
10.0 out of 10, Exceptional, (118 reviews)
The price is CA $251
CA $413 total
includes taxes & fees
Oct 26 - Oct 27
Jay Cooke Cottage: dogs welcome, wood burning Sauna, cold plunge,firepit & grill
A modern kitchen with white cabinets, a microwave, and an oven.

4. Grand Getaways Apt. #1 in beautiful Duluth, Mn with A/C

Grand Getaways Apt. #1 in beautiful Duluth, Mn with A/C
West Duluth
9.4 out of 10, Exceptional, (35 reviews)
"Clean and well taken care of. Communication was great!"
United States
Molly
The price is CA $156
CA $246 total
includes taxes & fees
Oct 18 - Oct 19
Grand Getaways Apt. #1 in beautiful Duluth, Mn with A/C
A modern kitchen with white cabinets, a black stove, and a stainless steel refrigerator.

5. Adorable cottage house

Adorable cottage house
Cloquet
9.4 out of 10, Exceptional, (13 reviews)
"The house is great! Would definitely stay here again!"
United States
Carol C.
The price is CA $199
CA $355 total
includes taxes & fees
Oct 28 - Oct 29
Adorable cottage house
A modern house with a wooden deck, large windows, and a view of trees and a lake.

6. Escape to Chub Lake Retreat: Waterfront Luxury House in Carlton, Minnesota

Escape to Chub Lake Retreat: Waterfront Luxury House in Carlton, Minnesota
Carlton
10.0 out of 10, Exceptional, (52 reviews)
"Had a wonderful stay and would love to stay again. Host was very accommodating."
United States
Jillian B.
The price is CA $428
CA $992 total
includes taxes & fees
Oct 26 - Oct 27
Escape to Chub Lake Retreat: Waterfront Luxury House in Carlton, Minnesota
A wooden deck with outdoor seating, a staircase leading to an upper level, and a forested backdrop.

7. Cabin & Treehouse by Jay Cooke State Park / Duluth Trails

Cabin & Treehouse by Jay Cooke State Park / Duluth Trails
Esko
10.0 out of 10, Exceptional, (15 reviews)
"Place is awesome host is great"
United States
Christian G.
The price is CA $306
CA $640 total
includes taxes & fees
Nov 2 - Nov 3
Cabin & Treehouse by Jay Cooke State Park / Duluth Trails
A house entrance with a brown door, a brick archway, and a small porch area.

8. Historic Tudor Cottage - Cute 3 Bedroom Home

Historic Tudor Cottage - Cute 3 Bedroom Home
Superior
10.0 out of 10, Exceptional, (29 reviews)
"Had a great stay"
United States
Carolyn P.
The price is CA $93
CA $342 total
includes taxes & fees
Oct 28 - Oct 29
Historic Tudor Cottage - Cute 3 Bedroom Home
A bedroom with a bed, a window with curtains, and a wall decorated with plants.

9. Enchanted Forest Home Near Duluth

Enchanted Forest Home Near Duluth
Superior
9.8 out of 10, Exceptional, (22 reviews)
"Wonderful space! Great hosts! We will stay again! "
United States
Darlene F.
The price is CA $156
CA $460 total
includes taxes & fees
Oct 19 - Oct 20
Enchanted Forest Home Near Duluth
An outdoor patio with Adirondack chairs, a fire pit, and a hot tub.

10. Hermantown Home w/ Decks, Grill & Hot Tub!

Hermantown Home w/ Decks, Grill & Hot Tub!
Hermantown
9.8 out of 10, Exceptional, (46 reviews)
"Nice place. Nice location. Hot tub was great. Would recommend."
United States
Julie Y.
The price is CA $169
CA $560 total
includes taxes & fees
Oct 26 - Oct 27
Hermantown Home w/ Decks, Grill & Hot Tub!
A modern kitchen with a central island, white cabinets, and black bar stools.

11. The Zen Den - A charming 3-bedroom house in Superior/Duluth

The Zen Den - A charming 3-bedroom house in Superior/Duluth
Billings Park
9.2 out of 10, Wonderful, (24 reviews)
"Nice property close to parks and dog park. Our family enjoyed the stay very much."
United States
Christy C.
The price is CA $138
CA $435 total
includes taxes & fees
Nov 1 - Nov 2
The Zen Den - A charming 3-bedroom house in Superior/Duluth
An outdoor patio with Adirondack chairs, a fire pit, and a hot tub.

12. Hermantown Home w/ Decks, Grill & Hot Tub!

Hermantown Home w/ Decks, Grill & Hot Tub!
3.0 star property
Duluth
The price is CA $228
CA $547 total
includes taxes & fees
Oct 26 - Oct 27
Hermantown Home w/ Decks, Grill & Hot Tub!
A room with a pool table, arcade games, and artwork on the walls.

13. Charming Cabin | 3BR, Epic Game Room and Fireplace

Charming Cabin | 3BR, Epic Game Room and Fireplace
Hermantown
The price is CA $179
CA $558 total
includes taxes & fees
Nov 3 - Nov 4
Charming Cabin | 3BR, Epic Game Room and Fireplace
A modern bedroom with a black headboard, two bedside tables, a bed with grey bedding, and two wall-mounted lamps.

14. 1013 · Humble Superior Getaway

1013 · Humble Superior Getaway
Downtown Superior
8.8 out of 10, Excellent, (47 reviews)
"It was a very nice place"
United States
Anonymous traveller
The price is CA $112
CA $355 total
includes taxes & fees
Nov 3 - Nov 4
1013 · Humble Superior Getaway
Waterfront rental near Spirit Mountain with a 2nd-floor balcony overlooking the St. Louis River.

15. Luxury Ski Home | Sauna | Views | Dogs | Trail Access

Luxury Ski Home | Sauna | Views | Dogs | Trail Access
Riverside
10.0 out of 10, Exceptional, (44 reviews)
"Great place! "
United States
Heather N.
The price is CA $355
CA $1,105 total
includes taxes & fees
Nov 1 - Nov 2
Luxury Ski Home | Sauna | Views | Dogs | Trail Access
A spacious living room with a fireplace, teal armchairs, a grey sofa, and a dining area with a table and chairs.

16. Light and Bright Northland

Light and Bright Northland
Superior
9.8 out of 10, Exceptional, (29 reviews)
"Very accommodating for a large group!"
United States
Renae S.
The price is CA $236
CA $757 total
includes taxes & fees
Nov 4 - Nov 5
Light and Bright Northland
A two-story building with a gabled roof and a prominent tower with a clock.

17. Leraan House. Historic home in Duluth/Superior

Leraan House. Historic home in Duluth/Superior
Downtown Superior
9.8 out of 10, Exceptional, (26 reviews)
"Great property"
United States
Kirk S.
The price is CA $219
CA $702 total
includes taxes & fees
Nov 2 - Nov 3
Leraan House. Historic home in Duluth/Superior
Duluth, MN, group rental with an open floor plan creating plenty of space to gather.

18. New Shoreline Home | Waterfront | Sauna | Views | Dogs | Trail Access

New Shoreline Home | Waterfront | Sauna | Views | Dogs | Trail Access
Riverside
10.0 out of 10, Exceptional, (44 reviews)
"The kids cove was a sweet surprise! Beautiful, clean space and was very comfortable for 3 adult couples and an infant."
United States
Cami P.
The price is CA $355
CA $1,105 total
includes taxes & fees
Nov 1 - Nov 2
New Shoreline Home | Waterfront | Sauna | Views | Dogs | Trail Access
A two-story house with a wooden deck, large sliding glass doors, and a visible staircase.

19. Stunning Sunrise Home | Waterfront | Sauna | Views | Dogs | Trail Access

Stunning Sunrise Home | Waterfront | Sauna | Views | Dogs | Trail Access
Riverside
10.0 out of 10, Exceptional, (39 reviews)
"Great location, clean and spacious."
United States
Kayla M.
The price is CA $355
CA $1,105 total
includes taxes & fees
Nov 1 - Nov 2
Stunning Sunrise Home | Waterfront | Sauna | Views | Dogs | Trail Access
A wooden hot tub with a bench, surrounded by a grassy area and trees.

20. Charming 2-bedroom house with AC in phenomenal heart of Quarry Park.

Charming 2-bedroom house with AC in phenomenal heart of Quarry Park.
West Duluth
8.0 out of 10, Very good, (3 reviews)
"Very unique property, still some kinks that need to be smoothed out with the house but with it being a new rental that’ll happen. Host was very helpful with any issues and quick to reply."
United States
Evan B.
The price is CA $320
CA $457 total
includes taxes & fees
Oct 18 - Oct 19
Charming 2-bedroom house with AC in phenomenal heart of Quarry Park.
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

Quality Inn Superior - Duluth

Quality Inn Superior - Duluth

8/10 Good
"Property was okay but I wanted the quality inn in Ashland wisc for my wife's birthday. Expedia switched us to superior ruined our plans I highly recommend not using Expedia"
Michael M 2-night trip
Posted 3 hours ago
Quality Inn Superior - Duluth

Find out more about Pleasant Valley

Everything you need to know about Pleasant Valley vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pleasant Valley vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pleasant Valley vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pleasant Valley vacation rentals we have selected for you start as low as CA $246 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 vacation 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 vacation.

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 vacation rentals in Pleasant Valley?

Yes, there are vacation rentals close to top attractions in Pleasant Valley, or you can go with a more secluded option if you want a relaxing place to stay.

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

Kingsbury Creek Vacation Home: Visitors like this Pleasant Valley vacation home rental. It is located near skiing and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

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 Pattison State Park. Jay Cooke State Park and Black Bear Casino are a couple of places you'll find in the larger area.

What’s a vacation rental in Pleasant Valley like?

Vacation rentals are privately owned properties you can book for a long or short time in Pleasant Valley. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a small group gathering.