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

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.

Secluded Brutalist Beach Retreat w/ Infinity Pool

Casa Nopales is a secluded, architect-designed beachfront retreat on the Oaxaca coast, created for travellers seeking privacy, design, and connection to nature. Blending Brutalist and biophilic architecture, the home offers poetic minimalism and seamless indoor–outdoor living, with ocean views and a saltwater pool. Set in a turtle-nesting sanctuary, this 100% ecological, self-sustaining 2.5-bedroom retreat sleeps up to 5 guests, with 2 master suites, each with an ensuite and private terrace.

Guesthouse Las Palomas, Gila, NM.

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.

Hacienda Sol y Luna Mountain Retreat

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.

City Escape by ReTreat OKC

Ultimate city escape nestled on 10 acres within 25 minutes from OKC. Whether you're looking for a perfect place to spend quality time with your family, celebrate a milestone birthday or have a girls weekend, we have you covered! 5 bedrooms, 3.5 bathrooms Open Concept Living Outdoor oasis with heated pool, fire-pit, covered patio, walking trail, gas grill and more Game Room with pool table, ping pong, shuffleboard, basketball, games, tv and seating area RV Hookups Available for group

NEW Lake Retreat | Sleeps 12 | Pool + Fire Pit

Welcome to the Grand Escape — a gorgeous one-level retreat at Grand Lake featuring 4 bedrooms, 4 full bathrooms, 3 king suites, and a bunk room that sleeps 6 with an XBOX and Classic Arcade Games. Enjoy the community pool, incredible dock fishing, nearby golf, fire pit, complimentary s’mores, and beautiful lake views. Perfectly located within minutes from The Coves Golf Club, The Drunken Rooster- live music, food, playground, sand volleyball, Kahoots, and 20 minutes from Shangri-La.

Napa Sonoma Airstream with Pool (New)

Airstream Cloud in the heart of Napa/Sonoma wine country with pool and hot tub. On 27 private acres just 10 mins from Glen Ellen and 15 mins Yountville; overlooking vineyards and the Sonoma Valley. Well equipped Airstream with all the comforts of a modern home. Breathtaking views of the Sonoma Valley sunsets to the ocean. Sip your coffee near the fire pit or your wine poolside in the loungers. Perfect getaway for 2 in wine country! There is no residence on this private property.

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.

Historic Rousby Hall, Waterfront, Pool, Beach

Labor Day Wknd Open-early arrival time, 10am! 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).

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!

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.