
Holiday rentals with outdoor seating in Wellfleet Harbor
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Wellfleet Harbor
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

Relaxing Retreat | King Beds * Sauna * Bar Shed
Welcome to Cape Away, your charming family & pet-friendly retreat! Enjoy a fully stocked kitchen, cozy fireplaces, sauna, and outdoor shower. Unwind with dozens of board games, dart board, fire pit, and BBQ. The fully fenced private backyard offers beach gear, a bar shed and lounge area. We are perfectly located just 5–20 minutes from top rated restaurants and beaches, making it your ideal home base. With premium amenities, thoughtful touches it’s the perfect space to escape, explore and relax.

Rock on Wellfleet!
A wonderful Wellfleet location! This second floor rental has a spacious bedroom with a queen bed, bathroom with a tub and living area with a well stocked kitchen. You would have the whole upstairs to yourself with a private door to come and go. You are also invited to use our pool at anytime! We're located very close to the Cape Cod Rail Trail for miles of bike riding, PB Boulangerie Bistro, Marconi Beach, the iconic Wellfleet drive-in and so much more. Bedding, towels and essentials provided.

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.

Beach Plum Apt w/Private Deck & BnB Hot Tub Access
Our sunny Beach Plum Apartment is your peaceful haven in Wellfleet—just a short walk to town, harbor, and restaurants, and a quick drive to beaches, bike trails, and ponds. Enjoy a king bed with memory foam mattress, separate entrance via your own sunny deck, ensuite bath, and a kitchenette with fridge, microwave, coffee maker, toaster, and hot plate. New this season: relax at our Magnolia Spa with hot tub and sauna, and enjoy on-site massage (starting in July) with exclusive guest rates!

Cape Cod Spectacular Waterfront Cottage
Welcome to our internationally acclaimed and regionally featured cottage located on Lieutenant Island in Wellfleet, MA. It's in a private location with panoramic views and a western exposure featuring beautiful sunsets nightly (weather permitting)! TripAdvisor internationally featured property in July, 2015: Bostondotcom in July, 2016: Business Week in July, 2020. Please contact us for nightly, weekly or long term quotes or discounts. Pricing and lengths of stay are subject to change.

Romantic getaway suite
GENEROUS DISCOUNT FOR LONG TERM OFF SEASON STAYS. ( February, March, November, and December) Contact direct. Ten year old private one bedroom lavish suite over two car attached garage with private entrance, deck, and parking in a quiet neighborhood central to all the Cape has to offer. Beautifully furnished with central air, gas fireplace, hardwood floors, double slipper clawfoot soaking tub, separate subway tiled shower, wireless internet and Sony 49 inch 4KUHD edge -lit streaming TV.

A Cape Escape with Water Views from Every Room
Come enjoy our family vacation home! A beautiful, serene escape perched above the salt marsh - with lovely views from every room, and a huge 1,000 square foot outdoor deck. Sleeps 8 comfortably. A 10-minute drive to charming Wellfleet center, and just an 8-minute drive to ocean beaches. NOTE: BEDSHEETS, LINENS & BATH TOWELS ARE INCLUDED IN PRICE! This is our family ''getaway'' - a place of treasured memories. We hope it can be the same for you!

Classic Cape Cod Cottage
No cleaning fee! 15 min walk to the best bayside beach, Thumpertown Beach. The cottage is in a very peaceful wooded setting. A beautiful, charming 2 bedroom cottage 15 min walk to Thumpertown Beach. It's situated on a triple sized lot, close to the outer Cape's favorite attractions. Eastham is known as the Gateway to the Cape Cod National Seashore. Please note, from June 13 to September 6 we have a 7 night minimum from Saturday to Saturday.

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.

Beachfront Cottage on White Pond (Marshmallow)
Our Cottage sits directly on White Pond tucked away on acres of private property. Our cottage offers a private beach, deck, outdoor shower, outdoor dining area all while enjoying Cape Cod. White Pond is ideal for swimming, boating and fishing. The bike path and well known beaches are less than 2 miles and near to many delicious restaurants. There is another cottage on this property that sleeps four if you have other guest wanting to join

The Huddle Hut—a sweet, neat esCAPE to Wellfleet
The pristine Huddle Hut is nestled in a peaceful, wooded area only a short drive from beaches, restaurants, biking trails and Wellfleet's historic, charming town center. The Huddle Hut is perfect for couples and solo adventurers, only intended for one or two people at anytime: + nestled among trees in a quiet space + standalone building, private deck, outdoor shower + thoughtful, eclectic design + year-round getaway destination
Popular amenities for Wellfleet Harbor outdoor seating rentals
Holiday House Rentals with Outdoor Seating

gorgeous waterfront cottage w/4kayaks and 2 SUPs

Spacious Modern Cottage, beach& Wychmere <1.4mile

SeaPeace Cottage-East Brewster Deck,Firepit,W/D AC

Waterfront Spa|Hot Tub+Cold Plunge in Lake|King bd

Island Pines~Walk to Beaches/Boutique Oasis

The Osprey Nest - Beach house with stunning views

Close to everything in Chatham

Luxury Home w/ Salt Water Pool Overlooking Ocean
Apartment rentals with outdoor seating

Songbird Studio- Secluded but close to everything!

Cape Cod Beachfront 2 bedroom Cottage Harwich

Peace By The Bay

Charming 1-Bedroom Condo, Parking, A/C

Cozy Waterfront Apartment, Private Beach Access

Waterfront with Views & Kitchen-Preston Cross Hall

Upscale suite w/ separate entrance.

2 Calypso
Condo rentals with outdoor seating

Modern Provincetown Condo.

Ocean Edge Resort-Pool Access-End Unit-2 bdr/2 bth

Best location in Ptown,1 Bedroom,PARKING/WaterVIEW

Modern Beachfront Condo, Great Views and Location!

Westend one bedroom condo

Steps to Private Beach in Chatham

Westend Waterfront Luxury Condo-Provincetown

West End Cozy, Bright and Airy!
Destinations to explore
- Plainview Holiday rentals
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- Family-friendly rentals Wellfleet Harbor
- Rentals with a patio Wellfleet Harbor
- Pet-friendly rentals Wellfleet Harbor
- Waterfront rentals Wellfleet Harbor
- Rentals with a fireplace Wellfleet Harbor
- Rentals with beach access Wellfleet Harbor
- Rentals with a fire pit Wellfleet Harbor
- House rentals Wellfleet Harbor
- Rentals with a washing machine and dryer Wellfleet Harbor
- Cottage rentals Wellfleet Harbor
- Rentals with outdoor seating Barnstable County
- Rentals with outdoor seating Massachusetts
- Rentals with outdoor seating United States
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Onset Beach
- White Horse Beach
- Coast Guard Beach
- Pinehills Golf Club
- Chapin Memorial Beach
- Lighthouse Beach
- Minot Beach
- Inman Road Beach
- Nauset Beach
- Town Neck Beach
- Ellis Landing Beach
- New Silver Beach
- Nickerson State Park
- Linnell Landing Beach
- Falmouth Beach
- Peggotty Beach
- Scusset Beach
- Cape Cod Inflatable Park




