
House holiday rentals in Wellfleet
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Top-rated house rentals in Wellfleet
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Newly Renovated Modern Home
Discover modern comfort in our newly renovated Wellfleet home. Located steps from Wellfleet Harbor and Uncle Tim's Bridge, this 1,800sf retreat features 3 bedrooms, dedicated office with additional murphy bed, vaulted ceilings, and modern furnishings. Enjoy a spacious deck with dining area and grill. Walk to Macs, the Pearl, Mayo Beach, and to town or bayside beaches. Ideal for exploring Wellfleet's ocean and freshwater ponds. Perfect for your Cape Cod getaway! Please see other details to note.

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.

Water Front Pond House - 3 acre Cape Cod Sanctuary
Extraordinary pondfront sanctuary on Cape Cod. 1300 sq.ft. home sleeps 8 in 3 bedrooms and 1 bath. Private dock and beach area. House is on the Pond and sited on 3 pristine acres - this property offers exceptional privacy with full water recreation opportunities while also being close to everything "Cape Cod". Centrally located in laid-back Brewster, 5 minutes to Bayside beaches, 10 mins to Chatham, Harwich Port, and Orleans. Local owners have 22 years of online vacation rental experience.

Private Cape Cottage + Peaceful Relaxing Property
1/2 acre lot, on a private road. Your personal oasis. Enjoy all the natural wonders that Wellfleet and the outer Cape have to offer. Walk through the woods to the gorgeous salt marsh at the Pilgrim Springs conservation area, just down the dirt road from the house. Take a walk, bike, or 4 minute drive to beautiful Indian Neck bay beach and oyster grounds! The amazing ocean beaches are 8 minutes away by car or 18 minute bike ride. I’m so glad to share my home with you. Cape Cod is a treasure.

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.

Chequessett "Hide-Away"
Chequessett Neck area - Contact owner for more reasonable than published off-season long term (more than 14 days) rates. Walk to Powers Landing bayside beach from this hilltop setting. Very private, spacious, comfortable and clean 2 bed 2 bath ranch style home. Outdoor shower, and private deck. Interior steps to Washer and dryer located in garage below. Highchair availabe on request. Conveniently situated - close to Wellfleet center, Harbor, Mayo beach, Great Island, Duck Harbor.

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.

Sandy beach cottage on Wellfleet Bay
"Light on the Mayo" is a newly built, finely appointed, 2-bedroom, 1-bathroom cottage located across the road from the famous "Mayo (swim) Beach" in Wellfleet Bay. The cottage was built in 2018 and is incredibly cozy with unobstructed views of Mayo Beach and Wellfleet Harbor. It also has excellent privacy and high-end amenities. The house includes central heat and air conditioning in each bedroom as well as the living room. It has a modern kitchen with a beautiful dining nook.

The Wellfleet Beach House. Sleeps 6
On the road to Cape Cod's most loved beaches at the National Seashore. Come around the corner and pull into this property and you will instantly feel at home. This little gem is a three-bedroom Cape style with two bedrooms upstairs and a full bath with a walk-in shower. You will find another full bedroom and bath w/tub on the first floor. Open living/dining room & great kitchen. This property offers comfort and privacy with a level spacious backyard, firepit & outdoor shower.

The Osprey Nest - Beach house with stunning views
The Osprey Nest is a classic Cape Cod beach house just steps to the ocean with panoramic views across the protected marsh. A cozy and timeless retreat, with modern amenities and spacious and light-filled rooms. This home has been in my family since the 1960’s and you will feel the warmth and charm the minute you step in the door. The location is perfect for nature lovers but within 10 minutes of stores, restaurants, and charming towns. A perfect base for Cape Cod sightseeing.

Cape Cod Cottage by the Bay!
Classic, beautifully crafted, newer cottage by Cape Cod Bay. All amenities. Stainless steel kitchen, Cathedral ceilings, Wide plank wood floors, water view. 2 min walk to one of the best beaches on the Cape! Quiet locale in the historic village of Quivet Neck, within East Dennis. 35 miles to Provincetown. I do not allow pets. I have family members with severe allergies who use the cottage. There is no AC at this cottage. I have 15 windows, 4 fans and an ocean breeze.

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!
Popular amenities for Wellfleet house rentals
House rentals with a pool

XL Estate: 2 Homes-Pool-Tennis-Game Barn - 20 ppl

Stunning Cape Home - Inground Pool, 5 Min To Beach

Cape Cod Heated Pool Putt-Putt Golf Speak Easy Gam

5-bedroom Cape with a pool and yard games.

"Cape Escape" luxury home w/pool & beach access.

Family Fun- Games, Pool & HotTub, Dogs ok! Slps 10

Heated Pool. Hot Tub. Game Room. Beach Nearby!

Cape Cod Lakefront Home
Weekly house rentals

Beachfront Home with Private Beach Access

Waterfront★ Pvt Beach ★ On Bike Path ★Bikes★Kayaks

The Baumhaus: midcentury home with bay views

Yellow Rose Cottage - steps from bayside beach

Luxury Family Home, Hot Tub & Ocean Views Cape Cod

Sunburst Cottage on Long Pond

1850's North Truro Farmhouse, Cape Cod

Wellfleet home tucked in 1.5 acres of lush gardens
Private house rentals

Luxury Chateau West End, Walkable, Kiehl's, Sonos

Seaside Seaduction~On the water/Dog Friendly

Gorgeous Renovation - Boat Dock, Hot Tub, 5 Beds!

Wellfleet, MA. Cape Cod sleeps 8

Rum Runner’s Shack @ Historic Downtown Wellfleet

Cape Cod home near National Seashore and bike path

Spacious studio on lovely pond in Chatham

Private Bay Beach and Sunset Views! Dog friendly.
When is the best time to visit Wellfleet?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $458 AUD | $450 AUD | $450 AUD | $488 AUD | $517 AUD | $611 AUD | $780 AUD | $832 AUD | $556 AUD | $458 AUD | $499 AUD | $502 AUD |
| Avg. temp | 0°C | 0°C | 3°C | 7°C | 12°C | 17°C | 21°C | 21°C | 18°C | 13°C | 8°C | 3°C |
Quick stats about house rentals in Wellfleet

Total holiday rentals
Explore 240 holiday rentals in Wellfleet

Nightly prices starting at
Wellfleet holiday rentals start at $183 AUD per night before taxes and fees

Verified guest reviews
Over 5,840 verified reviews to help you choose

Family-friendly holiday rentals
220 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 90 rentals that welcome pets

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wi-Fi availability
240 of Wellfleet holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Wellfleet rentals

4.8 Average rating
Wellfleet stays are highly rated by guests—averaging 4.8 out of 5!
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