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carpeted conversation pit
Conversation Pit by Todd Lappin (CC BY-NC)

If you’ve seen Olivia Wilde’s hot mess of a thriller “Don’t Worry Darling,” you know retro living rooms from the 1960s and ’70s are making a comeback. Featuring crisp accent walls, colorful paisleys, and bold geometric shapes, the old-school aesthetic also calls for sunken conversation pits and vinyl record players. Though the style has largely been phased out in favor of modern minimalist decor, here are five gorgeous rentals with conversation pits where you can enjoy a cocktail or two while talking about something groovy.

Related: Amazing Airstream Trailers You Can Rent on Airbnb

Eco-Luxe Cabin

Airbnb Stay with Conversation Pit
Airbnb
Laurelville, Ohio | Sleeps 10

Book It

This upscale cabin rental features a blend of modern and classic aesthetics. Featuring a loft library, three outdoor decks, and a patio with a hot tub, the space also provides amenities such as organic linens and body products and a mini fridge in the bedroom. This rental could be a good splurge for a group of friends.

Related: Private Islands You Can Rent on Airbnb and Vrbo

Resort-Style Condo

Sunken Conversation Pit Australia Airbnb
Airbnb
Brighton, South Australia | Sleeps 7

Book It

If you’re ever down under, this spacious property is a solid choice for rental with the ultimate entertainer’s garden: a large pool, outdoor kitchen, grill, and of course, a sunken conversation pit lined with couches and pillows. This beach rental is a perfect sunny getaway for a family.

Mid-Century Joshua Tree Retreat

Joshua Tree Rental with Conversation Pit from Vrbo
Vrbo
Joshua Tree, California | Sleeps 8

Book It

This remodeled hillside retreat in the California desert offers privacy and luxury. Designed by SoHo House, an interior design firm that works with emerging artists, the rental features a cozy, culinary-centric aesthetic with reading nooks, a conversation pit, and a large backyard equipped with bocce balls, a grill, and sun loungers.

All-Glass River House

River House with Conversation Pit Vrbo
Vrbo
Walterboro, South Carolina | Sleeps 7

Book It

Nestled within tall trees and overlooking the Edisto River, this three-story cabin features floor-to-ceiling glass windows throughout and a sunken conversation nook. If you’re looking for tranquillity amid beautiful views, this rental should tick all the boxes. Those who enjoy a more active lifestyle can choose from an assortment of nearby water activities: kayaking, canoeing, tubing, and fishing.

Waterfront Estate

Cape Coral Rental with Conversation Pit Vrbo
Vrbo
Cape Coral, Florida | Sleeps 8

Book It

This four-bedroom riverfront home has a conversation pit inside and a heated saltwater pool in a stone-covered backyard perfect for entertaining — including a tiki hut that provides the perfect space for a makeshift bar. Kids will love spotting dolphins that routinely swim up close to shore.

Meet the Writer

A native of Queens, New York, Alina has a bachelor’s degree in corporate communications from Baruch College and enjoys writing about culture, tech, travel, and lifestyle. Prior to joining the Cheapism team, Alina worked as a U.S.-based correspondent for Vision Times and interned for several media outlets during college. In her free time, Alina loves to try out as many new restaurants as she can, go on scenic hikes with friends, tackle a hot yoga class, or spend hours going down a Wikipedia/Reddit rabbit hole. Always looking for ways to stretch her money, Alina loves to stay updated on money-saving tips and helpful life hacks that make everyday chores more manageable. You can reach her at [email protected].