The library “is perfect for sipping cocktails or lounging with a book,” says Barrie Benson, who paired Thom Filicia’s Nottingham sofa for Vanguard with a Hollywood Regency bench updated in the same Osborne & Little wool tartan used for the Roman shades. Swivel chairs from the designer’s collection for Highland House don Lee Jofa’s Flying Ducks linen, cueing to the owners’ outdoorsy interests.