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, 122 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 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

Why stay at home when you can relax and enjoy time at a cozy home just a short walk from Lake Arrowhead Pines Golf Course and a 5 minute drive to Sand Valley Golf Resort? The Town of Rome is at the heart of everything Wisconsin has to offer-golfing, hiking, biking, ATVing, or fishing and swimming at one of the many lakes. Our home has 3 bedrooms, 2.5 baths, a 12x20 screen porch, patio with a gas grill, and sleeps 6. It sits on a private one acre lot and is fully equipped with all the essentials.

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, 149 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 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.

4.95 out of 5 average rating, 20 reviews

A rustic log cabin is surrounded by greenery, featuring wooden walls and a peaked roof. A picnic table and flower planter are positioned in front of the cabin. A neighboring RV is visible in the background, integrating outdoor living with nature.

Cabin in Montello

The Rabbit Retreat #1

Relax at Kilby Lake Campground in our beautiful log cabin, the Rabbit Retreat. This camping cabin is a perfect transition to camping; rustic enough to immerse yourself in the outdoors without the hassle of sleeping on the ground in a balmy tent! Share in our nature-centric campground and wander through the tranquil woods. If you desire more action, head to the playground, play a game of cornhole, paddle around the lake, or lounge in our heated pool that is open seasonally.

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, 16 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.

4.98 out of 5 average rating, 55 reviews

An outdoor patio features four wooden chairs arranged around a circular fire pit. Lush greenery surrounds the area, with a view of the golf course in the background. The space is well-defined by a rustic wooden fence and offers a inviting setting for relaxation.

Holiday home in Nekoosa

Greenside on Lake Arrowhead Golf w/ Golden Tee!

Modern, open floor plan on 5th green of Lake Arrowhead Pines Golf course. Minutes away from world class golf at both Lake Arrowhead courses and all Sand Valley courses. Come back to Golden Tee on a 55" TV! Walk to the Lake Arrowhead club house to relax by the pool or inside the brand new clubhouse. The back yard has a perfect view of the 5th green so you can recharge without leaving the comfort of the course. You can also recharge your Tesla using our EV charger.

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

HERE IT IS! Northern Bay Condo overlooking the beach on Castle Rock Lake and just steps to pool/playground. 4 bedrooms, 2 baths, fireplace, tile flooring, walkout to deck from living room & master bedroom. Beautifully decorated and in excellent condition. Onsite Bar/Restaurant, Tiki Bar, boat launch and a professional golf course. A short drive to Wisconsin Dells. Directly on ATV & snowmobile trails, free parking, heated outdoor pool, hot tub, and tennis courts.

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.

Popular amenities for Lake Arrowhead rentals with a pool

Kitchen

Wi-Fi

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

New place to stay

New Build | Golf & Recreation | Sleeps 11

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

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

4.73 out of 5 average rating, 11 reviews

Lakefront Golf Resort Condo, Pool and Hot tub

5 out of 5 average rating, 22 reviews

Home in Mauston

Revilo Moose Ridge Mauston

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

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.

4.95 out of 5 average rating, 21 reviews

Brown Bear Cottage - Pet Friendly Home

5 out of 5 average rating, 14 reviews

4BR 'Lake Arrowhead Hideaway' w/ Great Location

Condo rentals with a 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

A cozy living area features a comfortable sectional sofa and an armchair, complemented by a coffee table and a soft area rug. A ceiling fan provides airflow, and large windows allow natural light. A stone fireplace adds warmth, while a mounted TV is positioned on the wall.

4.22 out of 5 average rating, 18 reviews

Lovely 4BR Lakeview | Balcony | Pool

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

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

A spacious living area features a stone fireplace as a focal point. Comfortable seating is arranged with couches and armchairs. A wooden dining table with multiple chairs provides ample seating, while large windows offer views of the surrounding greenery.

4.81 out of 5 average rating, 16 reviews

Two Unit at Northern Bay - 7 Bedroom Sleeps 24!

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

A spacious outdoor area features two bright yellow Adirondack chairs surrounding a firepit with gravel flooring. The back of the rustic wooden house is visible, showcasing large glass windows and a hot tub on the deck, all set against a backdrop of lush greenery.

4.67 out of 5 average rating, 3 reviews

4BR Golf View Home| Hot Tub | Sauna | Fire Pit

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

5 out of 5 average rating, 3 reviews

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.

Campervan/RV in Montello

The Happy Hamlet

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

4.85 out of 5 average rating, 27 reviews

A rustic cabin features a wooden exterior with large windows and a green front door. Two Adirondack chairs are positioned around a circular fire pit, surrounded by a grassy area. Trees provide a natural backdrop, enhancing the cabin's cozy atmosphere.

Cabin in Mauston

Woodside-2 bedroom rustic cabin sleeps up to 8