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Guesthouse vacation rentals in Wellington

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouses in Wellington

Guests agree: these guesthouses are highly rated for location, cleanliness, and more.

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Top guest favourite
The cottage is set against the backdrop of the Stettyn mountains, showcasing a serene white exterior. A porch with seating offers a comfortable place to enjoy the surrounding nature, while the expansive green lawn emphasizes the peaceful off-grid environment.
Guesthouse in Villiersdorp
5 out of 5 average rating, 102 reviews

Kliprivier Cottage

Kliprivier Cottage is nestled within vineyards and surrounded by the beautiful Stettyn mountains. We are completely off-grid with solar electricity, so it's the perfect escape from the city where one can forget about load shedding and traffic for a while. We are just across the road from Stettyn Family Vineyards tasting room, where award winning wines and cheese platters can be enjoyed. We've got amazing MTB / running trials, as well as a beautiful dam to do some bass fishing and/or birding.

Guest favourite
A scenic view showcases Obiekwa Country House surrounded by a well-established indigenous garden. The property features a covered patio and swimming pool, with mountains providing a tranquil backdrop. The image captures the serene rural setting and proximity to vineyards.
Guesthouse in Riebeek-Kasteel
4.85 out of 5 average rating, 145 reviews

Obiekwa Country House

Obiekwa Country House is located in the picturesque, quaint village of Riebeek Kasteel; with its wine estates and gourmet restaurants. It is set in a quiet cul-de-sac and overlooking an adjoining vineyard. Although it is set in peaceful, rural surroundings, It is a fifteen minute walk to the village square. NO LOADSHEDDING A solar energy system is in place. Please note that advertised prices are for 2 persons sharing a bedroom. If 2 guests would like 2 bedrooms, please book for 3 people.

Guest favourite
A well-maintained garden features lush green grass and various plants, with a view of distant mountains under a clear blue sky. The property includes a spacious deck that offers outdoor seating, surrounded by tranquil landscaping and colorful foliage.
Guesthouse in Gordon's Bay
4.78 out of 5 average rating, 248 reviews

Olive Branch

My place is close to supermarkets like Woolworths or Spar and also Gordon's Bay Beach, Strand or the Whale Route for your leisure activities. You’ll love my place because of the sea view, its tranquility, the garden, and its central location close to Cape Town Airport and the Winelands. The neighborhood is very quiet and peaceful. My place is very good for couples as well as solo adventurers and - if you don’t mind sharing one open space with everyone - even for small families (with kids).

Top guest favourite
The Mountain House is nestled against the sloping hillside, surrounded by diverse greenery. Below, the scenic view features the bay and the town, with mountains rising in the background, creating a tranquil environment. The property showcases a combination of natural beauty and architectural design.
Guesthouse in Clovelly
4.92 out of 5 average rating, 223 reviews

The Mountain House - Peaceful and Private

“Peace and tranquility we found on this mountain slope. I enjoyed every evening looking out over the bay. . .” The Zen like tranquility and majestic views from The Mountain House provide the most perfect setting for a memorable stay in Cape Town - the wood fired hot tub, spectacular sunsets, peaceful privacy, proximity to trendy Kalk bay, attractions of Cape Point, Boulder's beach and penguins or the many wonderful tidal pools, Clovelly golf course or the Silvermine wetlands

Top guest favourite
The open living area features a comfortable seating arrangement with a wooden coffee table and an accent lamp. A dining table is positioned nearby, while a sliding door provides natural light and views of the outside. A separate bedroom can be seen in the background.
Guesthouse in Franschhoek
4.96 out of 5 average rating, 139 reviews

Stylish one bedroom guest house

Leopard cottage is a quiet, newly finished and safe one bedroom self catering cottage located behind our house on a residential street in Franschhoek. You will have privacy on the covered stoop as you relax looking at the garden enjoying a meal and a glass of wine. A separate entrance to our cottage allows you to come and go as you please. A five to eight minute walk will take you to restaurants and shopping. Come and stay at Leopard Cottage, we’d love to meet you!

Guest favourite
A charming private stoep features two rattan chairs positioned beside a small table, inviting relaxation. Natural light filters in from the adjacent large doors, leading into the cottage. Lush greenery and a low garden wall offer a serene view of the surroundings.
Guesthouse in Paarl
4.87 out of 5 average rating, 233 reviews

Pepperpot Cottage in Paarl

Tranquil and serene, Pepperpot Cottage is a hidden gem situated in the historical centre of Paarl. The tiny 22 square meters is stylish and quaint with its own entrance and off street parking for one vehicle. It is completely private and guests are welcome to come and go at leisure. It has all the luxuries to make your stay relaxing and memorable with a lush view from the stoep across the garden, farm style pond and vegetable patch of our work in progress garden.

Top guest favourite
A spacious room features two combined single beds, a day bed suitable for a child, and cozy seating options. Natural light brightens the space through large windows. A kitchenette is visible in the background, complementing the inviting atmosphere. Decorative plants add a touch of nature.
Guesthouse in Constantia
4.94 out of 5 average rating, 105 reviews

Riverside

Enjoy a peaceful stay surrounded by a green belt and mountains. Central to lots of activities such as hikes/walks, wine farms, local restaurants and shops. We have many pets on the property, 4 friendly dogs which is, 1 ridgeback, 1 Labrador and 2 medium mixed breeds, 3 cats and 2 bunnies. It is very family friendly, but also perfect for a relaxing getaway. There is parking on the premises. Regarding safety, we have a security guard on our road.

Top guest favourite
The Owl House features a modern wooden exterior complemented by large windows. It is nestled among greenery, with a dramatic rock face visible in the background. The structure's angled roof and natural materials blend harmoniously with the surrounding landscape.
Guesthouse in Muizenberg
4.97 out of 5 average rating, 122 reviews

The Owl House - Mountainside bungalow, Muizenberg

Sleep in the trees in a unique retreat overlooking False Bay. Perched on the Muizenberg Mountain-side, the Owl House offers guests a unique garden stay with a distinct tree-house feel and is a short walk away from the buzz of Muizenberg village and its famous beachfront. The self-contained 30m2, solar-powered bungalow is separate from the main house, with a kitchenette, work and dining space, & uncapped fibre, making it perfect for WFH.

Guest favourite
A spacious sleeping area is presented with a comfortable bed adorned with decorative pillows. A soft throw blanket drapes over the bed. Natural light enters through a nearby window covered by light curtains, creating a serene ambiance. A wooden bedside table is positioned beside the bed.
Guesthouse in De La Haye
4.9 out of 5 average rating, 120 reviews

Safe and Sound Guesthouse

Keep it simple at this peaceful and centrally-located place. At Safe and Sound Guesthouse, you can be certain of a peaceful rest. Our Guest flat is located conveniently between the Stellenbosch wineglass and the Cape Town City centre. It is also conveniently near many takeaway stores (McDonald's, KFC, Steers, etc), easy access for Uber eats and also convenient grocery stores that you can order online and also visit.

Guest favourite
A charming cottage is framed by a lush green lawn and colorful flower beds. The front entrance features a set of steps leading to a welcoming doorway, flanked by windows that invite natural light. A pergola is seen to one side of the patio.
Guesthouse in Constantia
4.89 out of 5 average rating, 134 reviews

Comfortable cottage set in an Indigenous garden.

Comfortable cottge set in a beautiful indigenous garden. The cottage has all you need, well equipped kitchen, bathroom, sitting area and a patio that opens up onto the garden and pool which you are welcome to use. This is a perfect space if you are on business or on holiday. We are close to shopping centre's, the vineyards and greenbelt. This cottage is not suitable for children or toddlers.

Guest favourite
An open plan living area is highlighted by a wooden dining counter with three stools. A cozy lounge space features a sofa and an ottoman, while large windows allow natural light to fill the room. Green plants and framed artwork add subtle touches of decor.
Guesthouse in Constantia
4.94 out of 5 average rating, 585 reviews

Kai Cottage

Kai Cottage is a contemporary, stylish, light & relaxing space located in the beautiful neighbourhood of Constantia Hills. It is a self-catering 1 bed studio apartment with a shower bathroom, a well-fitted kitchen, a comfy lounge and a private balcony/garden courtyard. It is best suited for professionals and couples. It is an open plan area, therefore recommended for a maximum of 2 adults.

Top guest favourite
A bright living area features large glass doors opening to a private garden. A cozy seating arrangement with multiple cushions is positioned on a colorful rug. Natural light illuminates the space, highlighting the greenery outside and a small outdoor table and chairs.
Guesthouse in Saint James
4.93 out of 5 average rating, 289 reviews

Cozy Beach Cottage with private garden

Our fully equipped and private garden cottage has a beach house feeling. It comfortably fits two sharing. Freestanding closed fireplace for cozy winter evenings. Situated on a quiet street steps away from St.James beach as well as a short walk to Kalk Bay and Muizenberg which is famous for its antique ships, coffee shops and restaurants.

Popular amenities for Wellington guesthouses

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MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$119 CAD$123 CAD$137 CAD$131 CAD$137 CAD$138 CAD$140 CAD$140 CAD$142 CAD$80 CAD$113 CAD$112 CAD
Avg. temp22 °C22 °C21 °C18 °C15 °C13 °C13 °C13 °C15 °C17 °C19 °C21 °C

Quick stats about guesthouse rentals in Wellington

  • Total vacation rentals

    Explore 10 vacation rentals in Wellington

  • Nightly prices starting at

    Wellington vacation rentals start at $56 CAD per night before taxes and fees

  • Verified guest reviews

    Over 400 verified reviews to help you choose

  • Wifi availability

    10 of Wellington vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Wellington rentals

  • 4.9 Average rating

    Wellington stays are highly rated by guests—averaging 4.9 out of 5!