Holiday rentals with outdoor seating in Truro

Unique Waterfront Artist Cottage

Once a horse stable, Lil Rose now sleeps up to five just a short walk from a private beach. PLEASE READ BEFORE BOOKING: Rentals in season (April-October) are only offered by the week (Saturday-Saturday). November rentals are offered with a 4-night minimum. Rentals December-March are offered with a 3-night minimum. Pets are accepted (max 2) but you MUST let us know in your booking request about your pet so that we can prepare the property. There is a PET FEE that must be paid prior to check in.

1850's North Truro Farmhouse, Cape Cod

Exquisite 1850's Truro home w/large screened porch on the spectacular highlands overlooking Provincetown, among the most beautiful sites in the world. Walk to the beach & Truro dunes! Owned and lovingly updated by one family since the 1950's. This exceptional property has gardens, groves, and the purest well-water sourced near "Pilgrim Spring". Once home to the Wampanoag and surrounded by the Cape Cod National Seashore since 1961, these beautiful lands are beloved by birders internationally.

North Truro Bayside Cottage

Stylish space! 13 minute walk to Great Hollow beach with dining, coffee shop, farmer stand, seafood market, liquor store even closer. Free parking for 2 cars. Less than 10 minute drive to Provincetown, with a convenient bus stopping just across main road. Outdoor grilling and dining areas. Open living and dining room with high ceilings and cozy fireplace. Shared pickleball court and playground for kids. Smart TV, speakers, and fast WiFi. A/C and new comfy beds in each room, linens provided.

New 2 Bedroom Modernist Oasis in Truro

New modernist 2 bedroom guest suite in Truro. Abutting conservation land with trails to the beach, this recently constructed suite on a private road overlooks a beautiful pine and oak forest. The suite has a separate entrance & parking, a large back deck & outdoor shower. It features art and ceramics from local and NE artists. Furnishings set a mid-century vibe. Only a 5 minute drive to local beaches and ponds and the Truro Center for the Arts. Less than 15 minutes to Ptown & Wellfleet.

Wellfleet Woods Escape

Open kitchen + living + dining, w/ a wooden pitched ceiling and two sliders overlooking the deck, backyard +marsh. Functional kitchen with Farm sink, DW, cooking and pantry essentials. Two comfortable bedrooms with window AC's, new mattresses, and blackout curtains. Bathroom w/ tub/shower + plenty of towels for beach or house use. Outdoor shower is great in warmer months! Enjoy this quiet, tucked away Wellfleet spot with lots of walking trails and beautiful sunset views just down the road.

Abundant Blessings Cottage – Wellfleet

Couple/family fun all year in a charming, private Cape Cod cottage w/ screened in porch, patio & outdoor shower (in Nov/Dec/Jan becomes a Gingerbread cottage). Inside: open living space w/ queen bed & sitting space. Ladder leads to a short height sleeping loft w/ 2 twin beds. Full bathroom w/ indoor shower. Kitchenette- see description below. We supply tea, local coffee, spices, condiments, gas grill, ice chests, beach towels & chairs. To sleep up to 8, also rent our Upper Room on Airbnb.

Rum Runner’s Shack @ Historic Downtown Wellfleet

Located in Wellfleet Center, enjoy this sublime 528 sq. foot cottage - only 10 minutes from beaches and ponds in any direction. Near Winslow's Tavern, Wellfleet Marketplace, Hatch's, Uncle Tim’s Bridge, Mac's Shack and Wicked Oyster. This 1925 bungalow is the perfect site for a couple or a family 2 adults/2 young children - NOT 4 adults due to septic. Linens, ac, cable provided. Parking for ONE vehicle. June - Sept =7 day minimum with Sunday check-in. No pets or 3rd party booking.

Cape Cod Getaway 2 Bedroom Cozy Home

Newly updated in March 2023 with new white interior paint, new black doorknobs and cabinet pulls and new blinds throughout the home. Fresh paint, updated hardware, some new small appliances and added new art but same Cape cottage charm! NOTE: Weekly rentals mid-June through mid-September- Linens and towels can be provided in a basket or you are welcome to bring yours from home- just let us know. During this time (Mid June through Mid September, check in and out are on Saturdays.

Daisy of Days Cottages - Cottage on the beach

A year round fully renovated two bedroom cottage on the beach. Nothing but sand between you and Cape Cod bay. My place is the perfect peaceful beach vacation. The sunsets are amazing! The area is residential, so it's quiet. A quick 4 mile ride to Provincetown. There's parking on site, as well as a boat launch. No need to pack up to head to the beach - you are at the beach! Perfect for couples, solo adventurers, business travelers, and families.

Private Beachfront, AC, EV, Kayaks, Renovated!

10% off Weeklong Off-Season bookings! Welcome to Larkspur Cottage, part of the "Days' Cottages," one of the 22 white and teal cottages located right before Provincetown, complete with its own private beach, portable AC unit and convenient located next door to an EV charging station! Enjoy majestic views and romantic sunsets. This newly updated cottage is carefully decorated to ensure a comfortable, relaxing, and memorable stay.

Escape to N. Truro 3BR Pet Friendly

Don't miss this beautiful, pet-friendly, comfy 3 bedroom home that is totally private, filled with beautiful local artwork, and only minutes from the beach. Outdoor shower, 2 fireplaces, vaulted ceilings with skylights, wifi, cable, ping pong, air hockey, 2 full baths, hammocks, built in Bluetooth speaker system and air conditioning! A true chance to get away and live the Cape life!

Cabin @ Newcomb Hollow Beach

Studio Cabin 300 yards to Newcomb Hollow Beach and 500 yards to Gull Pond private beach. full bath, central heat and A/C, mini fridge with separate freezer, microwave, Keurig coffee maker, WiFi, TV, covered porch, small patio w/couch.