Holiday rentals with a pool in North America

Secluded Lakefront Estate | Couples Retreat

Welcome to Sunset Cove on Norfork Lake, a secluded 60-acre gated lakefront estate where modern luxury meets untouched Ozark wilderness. Wake up to sweeping lake views, spend the day at the luxury pool overlooking Norfork Lake, kayak from lakeside decks in a quiet cove, and unwind in the private hot tub beneath the stars. With only two other rentals spread across the property and 500+ acres of surrounding wilderness, this is a rare escape designed for connection and unforgettable moments together

Secluded Cabin Escape with Hot Tub *JULY Special!*

"The Fox Den" was designed just for couples...curling up by the fireplace or soaking in a hot tub in a screened-in porch, this unique 70's themed cabin in the woods, away from the stressors and noise of everyday life. Whether you're celebrating or just looking for an excuse to come for seclusion and quiet, the fox den is the ideal place to book for your romantic getaway, located 2 hrs. south of St Louis near Wappapello Lake. Breakfast items provided for guests to cook, including farm fresh eggs

Enchanted Forest Escape | Hot Tub | Movie Screen

A truly unique stay in the Pocono Mountains, home to rolling mountain terrain, breathtakingly beautiful waterfalls, thriving woodlands, + 170 miles of winding river. Created with the “ultimate night in" themed experience, guests can sip wine under the stars in a private hot tub, + enjoy movies on their own 135" movie screen equipped w/ the world's first LED 4K gaming projector. Enjoy themed bedrooms and experience a stay where the forest takes you away as you stay in ultimate comfort + luxury.

The Orange Magnolia - BBQ, Ottine, F1

A historic Tudor estate a short walk from Lockhart’s square, The Orange Magnolia includes five bedrooms, a resort-style pool and cabana, and private garden grounds. It’s the perfect spot for group getaways, celebrations, and unforgettable stays. Just minutes from Lockhart’s historic square, The Orange Magnolia offers the rare combination of walkable location and secluded privacy. See our other listings to book the sister properties next door. Individual rooms available to book upon request.

Guesthouse Las Palomas, Gila, New Mexico.

We are in Gila, NM! This is high desert, 83 ranch acres on Bear Creek, beside the Gila Wilderness, a private guesthouse w/private hot tub, amazing wildlife, beautiful views, dark night skies, reasonably fast Wifi (20+mbps), Internet TV, Tempurpedic Queen + Queen with Tempurpedic top, ORGANIC breakfast fixin's to start you off in a well appointed kitchen. Propane BBQ Grill. Dog friendly (only with all vaccinations and never left alone in house), eco-friendly. This is a vacation destination.

Sol y Luna Mountain Retreat Hacienda

Enjoy the lovely setting of this romantic spot in nature and discover the serenity in our cozy farmhouse. This private villa wraps you in a lovely and peaceful environment with majestic mountains all around. The house is fully equipped for your convenience. It is ideal for couples in need of a nice getaway or just reconnect with yourself and nature. It is on a gorgeous tropical private 3 acre estate with private pool. Located in Villalba, Puerto Rico, just 50 minutes from Ponce's Airport.

Modern Luxury and Private with Gorgeous Views!

Our luxury cabin delivers a total WOW factor. With floor-to-ceiling glass framing phenomenal views, this retreat is designed for high-end comfort. It sleeps 12 and features a private indoor pool, a relaxing hot tub, and an outdoor fire pit. Inside, a premium game room ensures endless entertainment for the whole group. Experience the ultimate mountain getaway where modern amenities meet breathtaking scenery! As we are in Chalet Village, you will have access to our clubs (North is closest).

Lakefront Escape w/Pool, Dock, Sauna & Firepits

From poolside lounging to evenings by the fire, this lakefront getaway was made for relaxing and reconnecting. The home features a private pool, sauna, two firepits, and spacious decks overlooking Lake Hamilton. Inside, you’ll find a bright open layout with a fully equipped kitchen, cozy living room, and inviting bedrooms with Smart TVs. A private dock with covered slip makes lake days easy, while downtown Hot Springs is just a short drive away for dining and entertainment.

Wildwood Ranch- Pool, Media Rm, Sport Ct on 160 ac

Get away from it all at Wildwood Ranch! The 3,600 square foot ranch house has recent updates with an open concept kitchen/dining/living, perfect for groups. The beautifully-decorated 4 bedrooms and 4.5 bathrooms will welcome you home after exploring the 160 acres of natural beauty! Take a dip in the sparkling pool, fish the ponds, hike miles of trails or relax by the campfire at night. Come enjoy some peace and quiet in the country- you may not want to leave!

ROSEA Ranch: cozy, oceanfront, walk to beach

Located steps from premier sand beach, Walk on Beach. Entering the gates, you'll be greeted by a tranquil, mature garden blocked from the wind, a deck, and a hot tub. Inside this solar powered 1970s modern vernacular contemporary home, you'll find a cozy raised living room positioned for maximum views. Bedrooms are on the ground floor, along with bathrooms, living, dining, fully-equipped kitchen, and laundry. A study is upstairs. 1% of proceeds go to airbnb.org

Modern Design Close to the City, Far from Reality

Built in 1803 and transformed in the 1960s by renowned designer Ward Bennett, whose work lives in MoMA's collection, this classic stone barn is unlike anywhere you've ever stayed. Comfortable and stylish, we've designed this home to be the ultimate retreat; featuring a hidden pool, large greenhouse, Japanese garden, and plenty of spots to curl up with a good book. An inspiring and cozy escape for couples, creatives, and bookish types alike.

Historic Rousby Hall, Waterfront, Pool, Beach

Rousby Hall is a stunning waterfront estate on the Patuxent River, just outside Solomons Island, with sweeping views of where the river meets the Chesapeake Bay. The private 16-acre property is bordered by a conservation area and a 300-foot private beach. Year-round amenities include a pier and an in-ground pool with amazing river views. The estate also hosts weddings and events for up to 100 guests (event fee is additional).