
Guest house holiday rentals in Wellington
Find and book unique guest house rentals on Airbnb
Quick stats about guest house rentals in Wellington

Total holiday rentals
Explore 10 holiday rentals in Wellington

Nightly prices starting at
Wellington holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 430 verified reviews to help you choose

Wifi availability
10 of Wellington holiday 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!
Top-rated guest house rentals in Wellington
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

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.

Luxury serviced cottage + heated pool Constantia
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.

Stylish garden cottage with view of Table Mountain
Relax in our lovely garden cottage with a glass of wine and take in the view of Table Mountain . We are a short drive from the world famous Kirstenbosch Gardens . Numerous hiking and mountain biking trails crisscross the area. We are surrounded by numerous spectacular wine farms and top restaurants. Groot Constantia, Klein Constantia, Constantia Glen, Beau Constantia including Chefs Warehouse, to name but a few. We are a 20 minute drive to the Waterfront and Cape Town CBD.

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 inside the property. Regarding safety, we have a security guard on our road whom Patrol all the time

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.

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.

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.

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.

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.

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.

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.

White Cottage, Bishopscourt
Our cottage is situated in the heart of leafy Bishopscourt. 2,1km from Kirstenbosch Botanical Gardens and 1,6km from Cavendish Square mall. The spacious 2 storey cottage consists of open plan kitchen / lounge, downstairs guest toilet, 2 bedrooms and outside space. We have a shared pool in our garden which guests are welcome to enjoy.
Popular amenities for guest house rentals in Wellington
Family-friendly guest house rentals

Camps Bay Family Beach home with great views.

Modern light charming cottage in Camps Bay

Garden Cottage on Mountain Slopes

Suzanne House, Constantia

Silky Oaks Couples Retreat

Le Vine Constantia: Luxury guest house

Camps Bay studio apartment with magnificent views.

Spacious cottage between two wine estates
Guest house rentals with a patio

Rose Cottage

Dandelion, Pure Bliss! Safe stay in Franschhoek SA

Ommi Hoek Cottage with Wood Fired Hot Tub

Constantia View Parisian Suite- 2 bed, 1 bath

Chic self-catering retreat with Pool in Constantia

Guest suite in Constantia. Francolin Studio

Beautiful Constantia Cottage with Great Views

1Forest | Lovely accomm with Solar (Unit 1 of 5)
Guest house rentals with a washing machine and dryer

Silwood Cottage 1

Aloe garden apartment with mountain views

Casa Barbarossa – Luxury Cottage Constantia

Milford House

Olive Branch

The Cottage - a tranquil hideaway

Rosebank retreat

Luxury Garden Cottage in the Sun
When is the best time to visit Wellington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $93 SGD | $96 SGD | $101 SGD | $121 SGD | $127 SGD | $128 SGD | $129 SGD | $129 SGD | $132 SGD | $99 SGD | $99 SGD | $102 SGD |
| 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 Holiday rentals
- Overstrand Local Municipality Holiday rentals
- Stellenbosch Holiday rentals
- Franschhoek Holiday rentals
- Saldanha Bay Local Municipality Holiday rentals
- Greater Plettenberg Bay Holiday rentals
- Langebaan Holiday rentals
- Plettenberg Bay Holiday rentals
- George Holiday rentals
- Hermanus Holiday rentals
- Knysna Holiday rentals
- Drakenstein Holiday rentals
- Rentals with breakfast Wellington
- Family-friendly rentals Wellington
- Rentals with outdoor seating Wellington
- Rentals with a washing machine and dryer Wellington
- House rentals Wellington
- Flat rentals Wellington
- Rentals with pools Wellington
- Rentals with a firepit Wellington
- Rentals with a patio Wellington
- Rentals with a fireplace Wellington
- Guest house rentals Cape Winelands District Municipality
- Guest house rentals Western Cape
- Guest house rentals South Africa
- Fish Hoek Beach
- GrandWest Casino and Entertainment World
- V & A Waterfront
- Boulders Beach
- Cape Town International Convention Centre
- Green Point Park
- Glencairn Beach
- Bloubergstrand Beach
- Cbd
- Cape Town Stadium
- Muizenberg Beach
- Stellenbosch University
- Hout Bay Beach
- Clifton 4th
- St James Beach
- Babylonstoren
- Canal Walk Shopping Centre
- Atlantic Seaboard Community
- Noordhoek Beach
- District Six Museum
- Jonkershoek Nature Reserve
- Tyger Waterfront Apartments Deck
- Glen Beach
- Mojo Market





