
Guesthouse vacation rentals in Wellington
Find and book unique guesthouse rentals on Airbnb
Quick stats about guesthouse rentals in Wellington

Total vacation rentals
Explore 20 vacation rentals in Wellington

Nightly prices starting at
Wellington vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

Verified guest reviews
Over 470 verified reviews to help you choose

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Wellington vacation rentals include wi-fi 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!
Top-rated guesthouse rentals in Wellington
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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. It is best suited for professionals & couples. It is an open plan area, recommended for a maximum of 2 adults. The base price is for 1 guest (for single and business travellers); there is a small surcharge for 2nd guest. Kindly book accordingly.
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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.
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Modern & Secure Apartment with Beautiful views.
Luxurious, light, spacious, air conditioned self-catering 2 bedroom apartment situated on our property. Close to Constantia wine route, excellent restaurants & shopping centres. If you interested in Mountain Biking or hiking, the Tokai & Kirstenbosch trails are on our doorstep as well as greenbelt walks. 20 to 30 minute drive to Cape Town City centre, Hout Bay & Muizenberg Beaches, Simon's Town & Kalk Bay, Tokai & Newlands Forest, Kirstenbosch Gardens, V&A Waterfront & CT International Airport.
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Le Vine Constantia: Luxury guest house
Ideally located in the Constantia winelands, this luxury guest house has extraordinary views over the winelands, the mountains, and the ocean. This elegant home is bright and airy, featuring high-trussed ceilings and a contemporary, open-plan living and dining area. A sheer panel of sliding doors spanning the entire living area opens to a vast patio and entertainment space, where guests are invited to savor a glass of local wine while watching the sunset. Full solar power - NO loadshedding!
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Luxury serviced cottage heated pool Cecelia Forest
The little Guinea fowl Cottage is part of a high security villa located in the select Upper Constantia area. Set at the foot of the densely forested eastern slopes of Table Mountain, the property is half surrounded by the Green Belt, opposite to Cecelia Forest and less than 2km away from the world famous Kirstenbosch Garden. We have an inverter as a back up during load shedding + our own water treatment plant for high quality water directly from the tap, better than any plastic bottled water.
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Grapevine Cottage separate 2 bedroom at Kriluki.
Kriluki is a character-filled family home that offers various accommodation options in the green and leafy area of Karindal, Stellenbosch. It is situated on the way to Jonkershoek Nature Reserve, close to wine farms and Stellenbosch Central. A small shopping centre is 300m away and is open daily from 7am to 7pm. This property offers guests a huge amount of choice in terms of accommodation. Rooms and facilities can be booked separately or as a group. Free Wi-Fi is available in all rooms.
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Cape Point Mountain Getaway - Forest Hideaway
This is the writer/artist retreat you dream about, or the secret romantic hideaway. Hidden in a ravine alongside a mountain stream, cloistered in forest, this simple eco-friendly wood and glass cabin stares out to sea. At its back stands the Table Mountain chain soaring into the sky. Raised on stilts and 100% off-grid it is surrounded by nature without another human structure in sight. The Hideaway is strictly for those who love the outdoors.
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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.
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Kliprivier Cottage
Situated on a working fruit and wine farm beneath the beautiful Stettyn Mountains, Kliprivier Cottage offers vineyard views and a peaceful farm atmosphere. We’re conveniently located just across the road from the Stettyn Family Vineyards tasting room, where you can enjoy award-winning wines and cheese platters. Outdoor lovers will appreciate the MTB and running trails, as well as our tranquil dam, ideal for bass fishing or birding.
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Guesthouse in the Winelands
Welcome to your stylish retreat in the Stellenbosch Winelands, just a short drive from Cape Town. The property offers spectacular views of the surrounding vineyards. The tastefully furnished property has a practical kitchenette with fridge and microwave oven. The stylish bathroom is equipped with a rain shower and invites you to relax. Perfect for travelers seeking comfort and elegance in a scenic setting.
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Sunbird cottage
Welcome to Sunbird Cottage, a free standing 2 bedroom unit. The cottage also includes a loft in the open plan area which is furnished with a queen sized bed. The main bedroom is also equipped with a queen sized bed and has its own shower/bathroom. The 2nd bedroom has 2 single beds. On the same property you can find Penguin and Porcupine Cottage. Please look them up on Airbnb.
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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.
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Popular amenities for Wellington guesthouse rentals
Family-friendly guest house rentals

Camps Bay Family Beach home with great views.
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Blackwood Studio
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Fisherman's Cottage
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Peace & tranquility, vineyards on your doorstep!
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Camps Bay studio apartment with magnificent views.
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Camps Bay Beach Private & Secure Family Residence
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Belle Vallee cottage between the vineyards-Dante
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Ommi Hoek Cottage with Wood Fired Hot Tub
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Guest house rentals with a patio

Greenway Cottage
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Riverside
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Stylish garden cottage with view of Table Mountain
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1Forest | Lovely accomm with Solar (Unit 1 of 5)
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Beautiful Constantia Cottage with Great Views
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Walk to Klein Constantia wine farms
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The CRIB
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5 min from US Embassy, quiet secure garden studio
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Guest house rentals with a washer and dryer

Private Apartment in Newlands Village
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Stunning Studio, weekdays housekeeping incl.
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Cottage de la Mer
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Aloe garden apartment with mountain views
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Dream Guest Suite in Fabulous Edwardian. Best Area
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Constantia View Parisian Suite- 2 bed, 1 bath
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Rosebank retreat
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Chic self-catering retreat with Pool in Constantia
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When is the best time to visit Wellington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 264 | ﺩ.ﺇ 272 | ﺩ.ﺇ 286 | ﺩ.ﺇ 283 | ﺩ.ﺇ 275 | ﺩ.ﺇ 301 | ﺩ.ﺇ 367 | ﺩ.ﺇ 367 | ﺩ.ﺇ 375 | ﺩ.ﺇ 283 | ﺩ.ﺇ 283 | ﺩ.ﺇ 290 |
| Avg. temp | 22°C | 22°C | 21°C | 18°C | 15°C | 13°C | 13°C | 13°C | 15°C | 17°C | 19°C | 21°C |
Destinations to explore
- Cape Town Vacation rentals
- Overstrand Local Municipality Vacation rentals
- Stellenbosch Vacation rentals
- Saldanha Bay Local Municipality Vacation rentals
- Greater Plettenberg Bay Vacation rentals
- Franschhoek Vacation rentals
- Langebaan Vacation rentals
- Plettenberg Bay Vacation rentals
- George Vacation rentals
- Hermanus Vacation rentals
- Knysna Vacation rentals
- Drakenstein Vacation rentals
- Fish Hoek Beach
- GrandWest Casino and Entertainment World
- Cape Town International Convention Centre
- Boulders Beach
- Green Point Park
- Cbd
- Bloubergstrand Beach
- Cape Town Stadium
- Glencairn Beach
- Stellenbosch University
- Hout Bay Beach
- Atlantic Seaboard Community
- Muizenberg Beach
- Clifton 4th
- Canal Walk Shopping Centre
- St James Beach
- Noordhoek Beach
- Jonkershoek Nature Reserve
- Glen Beach
- Cavalli Estate
- District Six Museum
- Newlands Forest
- Table Mountain
- Mojo Market





