Holiday rentals with a pool in Lake Arrowhead

A log cabin-style home features a wide front deck with sturdy railings, complemented by large windows that allow natural light to flood the interior. A stone chimney and well-maintained landscaping add to the inviting exterior.

4.9 out of 5 average rating, 121 reviews

Lake Arrowhead Brown Bear Lodge Sand Valley GOLF

Lake Arrowhead Brown Bear Lodge in Rome WI. 2 HOA golf courses + Sand Valley Golf resort 1.5 miles away. Enjoy all lake Arrowhead offers including Heated private pools (seasonal), 4 private beaches, 2 club houses. Ski Chalet & winter activities. ATV friendly area with miles and miles of trails. This home is also on the Snowmobile trail! Wood burning fire place, lower level wet bar with slate pool table, hardwood floors, new appliances and furnishings. 4 Tvs, wifi and beautiful north woods view!

A wood-paneled living area features a stone fireplace as a focal point. Comfortable seating surrounds a dark coffee table, with soft textures provided by throw pillows and blankets. Natural light filters through double windows, offering views of the outdoors.

4.97 out of 5 average rating, 148 reviews

Hot Tub | Fire Pit | Smart TV | Fireplace| BBQ

Explore everything beautiful Rome has to offer in this 4BR, 3BA log cabin with a firepit, BBQ and smart TV. Cozy up to the fireplace or relax in the hot tub to end your day! Custom designed with thoughtful touches, this vacation home in Central Wisconsin easily fits up to 10 guests in 6 comfortable beds. Guests have nearby access to 5 golf courses, hiking trails & the resort amenities of Lake Arrowhead including private beaches and an outdoor pool! This space has everything for a memorable stay.

The front of the house is framed by a well-kept lawn, featuring a wide concrete walkway that leads to the entrance. A circular seating area with chairs surrounds a fire pit, enhancing the outdoor space. Tall trees border the property, providing a natural backdrop.

4.94 out of 5 average rating, 16 reviews

Entire Lakehouse with Game Room on Lake Arrowhead

Lake Arrowhead lake front house for rent. This 4 bedroom 2 bath waterfront home with large yard and pier has everything you need for a great vacation (pier, fire pit, kayaks, paddle boards, lake front, pool table, ping pong, dart board, TV's, high-speed internet, desks, games, puzzles, and a pontoon boat available for a separate rental fee). Access to four private beaches and 2 heated pools (must request separately). Near restaurants, bars, supper clubs, shopping to complete your vacation.

The exterior of a log cabin features a triangular roof and a spacious front porch with wooden railings. Two welcoming porch lights illuminate the entrance. A door at the center is surrounded by stone steps, providing access to the cabin's interior.

4.98 out of 5 average rating, 42 reviews

Relax & Enjoy Deep Water Getaway

Relax with family and friends in peace at our custom built open concept log sided cabin with a loft. It has 4 private queen bed bedrooms, a loft with bunk beds, a sleeper sofa in the living room and 2 full bathrooms. Enjoy the 2 living rooms and cook in an open concept kitchen that is fully stocked. Sit on one of the 3 porches for a scenic view. Enjoy horseshoes and a campfire after a long day of outdoor activities: golf, fish, boat, swim, ATV, hike, bike, hunt, trap shoot, and snowmobile.

The interior space features high ceilings and large windows that provide ample natural light and views of the surrounding trees. A comfortable sectional sofa is positioned in the living area, complemented by a dining table nearby. Modern kitchen appliances are visible within an open layout.

5 out of 5 average rating, 15 reviews

Pine Place

(4 mins to Sand Valley) Kick back and relax in this calm, stylish space. Under the pines overlooking hole 17 of Arrowhead golf course and right around the corner from Lake Arrowhead. Enjoy the expansive screened in porch and take in the evenings by the gas fireplace. 3 bedroom cabin sleeps 6, offers 2 full bathrooms and open living room. Perfect set up for golfing Sand Valley as well as getting a few extra rounds in at Lake Aarowhead golf courses. Bonus:EV charger available. HOA pool access

5 out of 5 average rating, 30 reviews

A modern cabin is nestled in a snowy landscape, surrounded by tall trees. Fresh snow covers the ground, enhancing the serene atmosphere. The structure features large windows and a distinctive roofline, allowing natural light to fill the interiors.

Cabin in Adams

Hot tub/Heated pool/ Fireplace/ Firepit/Hiking

Unwind at this peaceful and private retreat, nestled in nature just 25 minutes from Wisconsin Dells and 10 minutes from Castle Rock Lake. Perfect for families, friends, or couples looking to escape the everyday and reconnect with nature — all while enjoying modern comforts and fun-filled amenities. Enjoy: -A soothing soak in the hot tub -Refreshing swims in the private pool -Friendly competition in the game room with pool and air hockey tables -Scenic backyard trails with miles of hiking

An outdoor fire pit area is surrounded by a circular arrangement of seating options, including black adirondack chairs and light-colored wicker chairs. The lodge is visible in the background, with a wooden deck and surrounding trees offering a natural setting.

4.92 out of 5 average rating, 36 reviews

Rustic Lodge * Perfect Gateway* golf and lake

A vacation lodge located in Nekoosa, WI. 3 bedrooms, 2 bathrooms and "Kids Cabin" with 3 bunk beds. The lodge is located in community with access to swimming pools (open from Memorial Day to Labor Day), tennis, basketball court. Surrounded with forest with endless walking/biking trails, walking distance to Lake Arrowhead, mini golf and splash park. ATV/UTV/ snowmobile trails, golf courses (Lake Arrowhead and Sand valley) and much much more! Don't wait, book today your perfect gateway!

A spacious game room features a hockey table with blue pucks and a television mounted on the wall. A bar-style table with stools is positioned nearby, while a mini putting green and a net for a ball game are visible in the background.

4.96 out of 5 average rating, 24 reviews

Lake Arrowhead Retreat. Game Room, VIP Pool Access

Whether you're lounging on any one of the private association beaches or pools, or having fun in the home's game room, this is the ultimate relaxing and peaceful getaway! Get outside for boating and fishing on Lake Arrowhead or hit the many surrounding golf courses. For your crew, the house has free, fast WiFi (300 Mbps), a lower-level game room and television room, a fire pit and deck facing a wooded valley, association tennis courts, and nearby hiking trails, mini golf, and casino.

5 out of 5 average rating, 37 reviews

A charming log cabin is set amidst a vast natural landscape, featuring a wraparound porch and a detached garage. A wide driveway leads to the entrance, with expansive grassy areas visible in the background, hinting at the surrounding outdoor activities and spacious grounds.

Cabin in Arkdale

Cozy Cabin on 20 acres w/ private beach and pond

Unplug, relax, and connect with the outdoors at this beautiful log cabin located in Central Wisconsin. With tons of activities onsite and nearby, you are sure to find something for everyone to enjoy. Spend your day exploring the HUGE backyard with a private (fishless) swimming pond and hiking trails throughout the 20 acres. Then cozy up to the natural stone fireplace at night. 7 Golf Courses within 15 mins including Sand Valley. 5 Mins to Petenwell Lake. 15 Mins to Dyracuse ATV Park.

A modern ranch house is illuminated gently at twilight, showcasing a spacious front porch equipped with chairs. The two-story structure features a green garage door, and a well-maintained driveway leads up to the entrance. Surrounding trees offer a natural backdrop.

5 out of 5 average rating, 14 reviews

Rome Ranch Retreat – Stay 2+ Nights & Get 1 Free!

Escape to our spacious Ranch Retreat, nestled in the town of Rome, in central WI. Located on the ATV trail, just minutes from snowmobile trails, beautiful Lake Arrowhead (boat launches, beaches, golf courses and 2 heated swimming pools), and just 6 miles to Sand Valley Golf Resort. Whether you’re here for outdoor adventure, fun at the lake, golf, trapshooting, or simply to unwind in nature, this Ranch Retreat offers everything you need for an unforgettable stay.

A spacious game room garage features a pool table, foosball table, and a round table for games. Lounge seating is available, along with modern lighting and blue walls adorned with the word 'BIRDIES.' The layout encourages social interaction and fun after a day outdoors.

4.89 out of 5 average rating, 9 reviews

The Arrowhead House – Golfer’s Paradise Retreat

Welcome to your Central Wisconsin home base—just minutes from Sand Valley, Lake Arrowhead, and Bullseye Golf Club. This 5-bedroom retreat is perfect for golf trips, family reunions, or girls weekends. Designed for gathering, relaxing, and making memories, it’s the ideal spot to unwind between rounds or enjoy time with friends and family. This stay can include guest passes to take advantage of the Lake Arrowhead amenities including two pools and a beach.

4.97 out of 5 average rating, 61 reviews

An open living area displays vaulted ceilings with wooden beams. Large windows allow natural light to fill the space, revealing the dining area and modern kitchen. Comfortable seating is arranged around a coffee table on a textured rug, creating a welcoming atmosphere.

Chalet in Nekoosa

Chalet at the Pines

Welcome to the Chalet at the Pines! This newly renovated property is on the 16th hole on the Lake Arrowhead Golf Course in beautiful Nekoosa, WI. This Modern Rustic property offers everything you need for a relaxing week on the lake and golf course! Your Fully Furnished rental includes access to the pool, clubhouse, beach, lake access, and Luxury 6 person hot tub. With 4 bedrooms (including loft) and 2 full baths, you can comfortably fit 8 people here!

Popular amenities for Lake Arrowhead rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A modern living area is highlighted by a sleek fireplace, filled with warm flames against a dark accent wall. A large television is mounted above the fireplace. A cozy gray sectional sofa is positioned nearby, with a plush area rug featuring a subtle patterned design.

5 out of 5 average rating, 9 reviews

Sand Valley Golfers Favorite-The Pines Sanctuary

4.73 out of 5 average rating, 11 reviews

New place to stay

New Build | Golf & Recreation | Sleeps 12

A spacious kitchen features wooden cabinetry and granite countertops. Seating for four is provided at a central island. Stainless steel appliances, including a microwave and oven, are surrounded by stone accents and warm wood paneling, contributing to an inviting cooking space.

Home in Arkdale

Lakefront Golf Resort Condo, Pool and Hot tub

A wide driveway leads to a modern house surrounded by lush trees. A spacious patio can be seen in front, equipped with seating areas. The natural landscape provides a serene setting, enhancing the privacy of the home.

Home in Necedah

4.67 out of 5 average rating, 3 reviews

4 Bedroom 2 Bath Home Necedah,WI

4.81 out of 5 average rating, 48 reviews

A circular, above-ground swimming pool with clear, inviting water is visible, surrounded by lush greenery. The pool deck features wooden planks, and a set of steps leads into the water, creating easy access. The tranquil lake can be seen in the background.

Home in Montello

3bed lake house, private pool near WI Dells

A single-story home is set against a backdrop of autumn foliage. The structure features a covered front porch with two columns. A two-car garage is visible on the left side, and a well-maintained lawn leads to the driveway.

5 out of 5 average rating, 44 reviews

Be Blessed at Kinship Casa in Rome, WI

An outdoor dining area features a stone fireplace with light strings overhead, creating a cozy ambiance. A table surrounded by metal chairs is positioned on a concrete patio, with steps leading to a pool area in the background. Lush trees provide a natural backdrop.

4.94 out of 5 average rating, 18 reviews

Brown Bear Cottage - Pet Friendly Home

5 out of 5 average rating, 14 reviews

4BR 'Lake Arrowhead Hideaway' w/ Great Location

Apartment rentals with a pool

The living area features comfortable plaid sofas and a wooden coffee table, complemented by a plush area rug. A ceiling fan provides ventilation. The open space extends into the dining area, where wooden chairs surround a large table, and the kitchen is visible in the background.

4.94 out of 5 average rating, 31 reviews

Gorgeous Lakeview Balcony 4 Bedrooms next to pool

An open kitchen space features wooden cabinetry and a central island with seating. The area transitions to a living space with a television and comfortable seating, illuminated by natural light from nearby windows.

4.79 out of 5 average rating, 14 reviews

First Floor 3 Br Condo Northern Bay Golf Course

The living area features comfortable striped sofas positioned near a stone fireplace. A wooden coffee table rests in the center, complemented by a lamp. Beyond, large windows provide views of the outdoor space, while a dining table is visible to the side.

5 out of 5 average rating, 15 reviews

Northern Bay 3 bedroom Condo on Castle Rock Lake

A fully equipped kitchen is presented with white cabinetry and a large central island featuring a granite countertop. Two wooden stools are positioned at the island, and various kitchen appliances, including a refrigerator and microwave, are visible. Natural light streams in through a window beside the door.

Apartment in Wisconsin Dells

4.67 out of 5 average rating, 36 reviews

Fun Stays at The Dells Club, 3br/2ba Condo

The spacious living area features a comfortable seating arrangement, including a sofa and striped armchairs. A wooden coffee table sits in the center, with a ceiling fan overhead. The dining area, visible in the background, is furnished with a large table surrounded by matching chairs.

5 out of 5 average rating, 17 reviews

3BR/2BA Northern Bay Condo - Golf Lake Pool Fun

The main room features a spacious sectional couch and a separate sofa bed, arranged around a wooden coffee table. A stone gas fireplace adds warmth, while large windows provide natural light. Two additional chairs complement the seating area, creating an inviting space for relaxation.

4.84 out of 5 average rating, 31 reviews

Updated 1st Floor Northern Bay Retreat!

An aerial view of the Northern Bay Resort reveals multiple amenities, including a pool, volleyball, tennis, and basketball courts. The marina is visible along the water, showcasing docking areas. The surrounding green landscape features trees and well-maintained paths, contributing to the resort's spacious environment.

5 out of 5 average rating, 5 reviews

Northern Bay Resort Castle Rock Lake Wisconsin

A serene lakeside view is presented, featuring a vibrant sunset reflecting on calm waters. In the foreground, a table with a bouquet of blooming flowers is visible, accompanied by a glass, enhancing the tranquil setting.

4.93 out of 5 average rating, 14 reviews

Waterfront beauty: directly on the lake sleeps 10.

Other holiday rentals with a pool

The living room features a charming stone fireplace flanked by a large window and a comfortable couch. A flat-screen TV is mounted on the wall, and dark fabric chairs are positioned nearby. Natural light illuminates the hardwood flooring, enhancing the open feel of the space.

5 out of 5 average rating, 3 reviews

2BR Cozy Home | Shared Amenities | Gas Grill

An outdoor area showcases a spacious deck with an umbrella providing shade. A firepit surrounded by several chairs offers a cozy gathering spot, while a well-maintained garden features trees and shrubs, enhancing the inviting atmosphere of this backyard space.

5 out of 5 average rating, 10 reviews

4BR Golf Course View | Pool | Patio | Firepit

The spacious living area features comfortable seating arranged around a central coffee table, with large windows allowing natural light to fill the space. A dining table is positioned nearby, accommodating multiple guests. A stone fireplace serves as a focal point, enhancing the inviting ambiance.

4.9 out of 5 average rating, 30 reviews

Northern Bay 4 bedroom with Kayaks/Paddle Boards

Campervan/Motorhome in Montello

A compact RV is parked among tall trees, featuring an extendable awning and colorful outdoor lights. A picnic table is positioned nearby, accompanied by a cooler and a neatly arranged mat, all set against a backdrop of natural greenery.

5 out of 5 average rating, 3 reviews

The Happy Hamlet

The rustic cabin exterior is framed by natural surroundings, with a wooden facade and a green roof. A small pumpkin decorates the entry area beside a wooden storage box. Stone paths and a fence enhance the inviting entrance.

Cabin in Mauston

4.74 out of 5 average rating, 19 reviews

Crestwood-Quaint rustic cabin sleeps up to 8

A spacious living area features comfortable seating arrangements, including a sofa and armchairs. A wooden dining table accommodates several chairs, and a kitchenette is visible with modern appliances. Natural light enters through a window, creating a welcoming environment.

4.88 out of 5 average rating, 26 reviews

Spectacular Golf/Lake Condo + Golf Cart & Pool

4.84 out of 5 average rating, 19 reviews

A rustic log cabin is nestled among greenery, featuring a front porch with a picnic table. Flowers are arranged in a barrel beside the cabin, and a large camper is partially visible in the background, blending with the natural surroundings.

Cabin in Montello

The Rabbit Retreat #2