Browse stays

New Marlborough, MA / Berkshires

New Marlborough two-level private treehouse with separate sleeping spaces, river setting, grill, fire pit, and off-grid glamping vibe.

Chester, MA / Western Massachusetts

Chester luxury glamping retreat on 23 private acres with a wood-fired cedar hot tub, safari tents, fire pit, and private forest.

Dartmouth, MA / Padanaram Village

Dartmouth private waterfront suite with dock access, hot tub, harbor views, private entrance, queen bed, and kayaks.

Great Barrington, MA / Berkshires

Great Barrington artsy cottage for two with year-round hot tub, fireplaces, private lodge building, soaking tub, and wooded backyard.

Sandisfield, MA / Berkshires

Sandisfield two-guest retreat with hot tub, fireplace, pool access, outdoor decks, private entrance, and romantic atmosphere.

Great Barrington, MA / Lovers Lane area

Great Barrington private home with hot tub, outdoor barrel sauna, mountain view, wooded setting, and romantic getaway positioning.

Lenox, MA / Berkshires

Lenox boutique-hotel king suite with private entrance, sitting porch, fireplace, hot-tub-size Jacuzzi, wet bar, and breakfast.

Plymouth, MA / Ocean Air Estates

Plymouth oceanfront home with cliffside ocean views, hot tub, private beach access, luxury kitchen, king bedrooms, and decks.

Great Barrington, MA / Berkshires

Great Barrington cottage with private hot tub, deck, hammock, fire pit, two queen bedrooms, and strong romantic weekend positioning.

Woburn, MA / Boston area

Woburn couple-friendly apartment near Boston with private outdoor jacuzzi, fire pit, queen bed, private parking, and self check-in.

North Andover, MA / Marble Ridge Winery

North Andover winery studio for two with vineyard views, private hot tub, private entrance, king bed, and complimentary wine tasting.

Deerfield community near Deep Creek Lake, Oakland, Maryland

Oakland Deep Creek cabin with hot tub, fire pit, games, pool table, shuffleboard, and wooded privacy.

Near Swallow Falls State Park and Deep Creek Lake, Oakland, Maryland

Oakland mountain cabin with hot tub near Swallow Falls, Youghiogheny River, and Deep Creek Lake.

Allegheny Mountains, Mount Savage, Western Maryland

Allegheny Mountain farm retreat with indoor heated pool, outdoor hot tub, fireplace, fire pit, and 100-acre setting.

Deep Creek Lake, Oakland, Maryland

Oakland secluded lakefront log home with hot tub, private dock, wooded setting, and multiple suites.

North Glade community, Deep Creek Lake, Swanton, Maryland

Swanton lakefront chalet with private dock, hot tub, king bedrooms, wooded lakefront, and quiet Deep Creek setting.

Deep Creek Lake area, Swanton, Maryland

Swanton chalet with hot tub, panoramic views, fireplace, fire pit, and modern Deep Creek cabin feel.

Deep Creek Lake area, Oakland, Maryland

Oakland log cabin with six-person hot tub, fireplace, massage chairs, and Deep Creek getaway vibe.

Near Deep Creek Lake, Oakland, Maryland

Oakland handcrafted log cabin near Deep Creek Lake, secluded at end of private road with fire pit and wooded setting.

St. Leonard’s Creek, Lusby, Southern Maryland

Lusby waterfront A-frame on two acres with fire pit, fireplace, kayaks, canoe, and private bay hideaway feel.

Bohemia River waterfront, Cecil County, Maryland

Cecil County waterfront wellness lodge with pool, hot tub, sauna, cold plunge, dock, gym, and romantic king suite.

Waterfront near St. Michaels, Easton, Maryland

Easton waterfront guesthouse near St. Michaels with private hot tub, pool, fire pit, and romantic getaway positioning.

Western Maryland woodland near Cumberland

Western Maryland cabin tucked away on 12 wooded acres with hot tub, fire pit, and secluded mountain setting.

Deep Creek Lake area, McHenry, Maryland

Custom Deep Creek treehouse with bubbling hot tub, fire pit, decks, and modern treetop cabin design.