
Guest house holiday rentals in Wellington
Find and book unique guest house rentals on Airbnb
Top-rated guest house rentals in Wellington
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

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.

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.

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).

Spectacular ocean views @ 38 on Penguin Studio
Unwind whilst taking in the spectacular 270 degree ocean and mountain views from the comfort of this luxury Pringle Bay studio. Just 100m from the rocky shoreline you will not only be awed by the views but will hear and feel the waves crashing onto the rocks. * Uncapped WiFi (works during load shedding) * King Size Bed * Flat screen TV with Netflix, AppleTV+ and YouTube * Fully equipped kitchen * Fireplace * Heated towel rail * Handheld bidet * Great coffee * Lockable Safe * Hair Dryer

Camps Bay studio apartment with magnificent views.
Wake up to birdsong and the sound of the ocean. An architectural award winning property, situated in a quiet cul-de-sac at the foot of Table Mountain, bordering the Table Mountain Nature reserve, with magnificent views of the Atlantic Ocean, this gorgeous little apartment is a piece of paradise. 10 minutes drive from the city centre and a 5 minute drive to the beach, it’s ideally positioned to explore Cape Town’s main attractions. Perfect for nature lovers, hikers and beachcombers.

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!

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.

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.

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.

Blackwood Studio
A modern and beautifully decorated house, nestled in Hout Bay, with magnificent views of the mountain. This is a great place for singles or a couple. There is a queen bed that sleeps up to 2. Power outages are being experienced by SA but we have tried to minimalise the effect for our guests - the oven/stove is gas, the hot water is gas, the internet is solar driven and we have 2 battery lights for guests use.

Adorable 1-bedroom cottage with shared pool
Kick back and relax in this calm and cozy space. It's location is also very convenient: - 2 min walking distance to the Mediclinic Constantiaberg Hospital - 5 min driving to Constantia Village - 4 min to the near Clicks - 3 min to the closest Chekers - 5 min Meadwrige Shopping Center - 4 min to 3Arts Village - 4 min to Constantia Emporium - 11 min to Blue Route Mall - 12 min to Cavendish Mall

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.
Popular amenities for guest house rentals in Wellington
Family-friendly guest house rentals

Stunning, Luxury Unit in Tranquil Durbanville

Groenvlei Self Catering Unit 1

Functional, Neat and Easy Going

Flatlet with private veranda - B

Garden Cottage on Mountain Slopes

Rawsonville House - Rosemary Cottage

Silky Oaks Couples Retreat

Charming flat near town & trails
Guest house rentals with a patio

Rose Cottage

Guest suite in Constantia. Francolin Studio

Cape Point Mountain Getaway - Hideaway

Solar Power Forest Cottage on Table Mountain

Guesthouse in the Winelands

Rosebank retreat

Newly renovated guesthouse with stunning views!

Spacious cottage between two wine estates
Guest house rentals with a washing machine and dryer

Luxury, spacious apartment in Fresnaye with solar

SOLAR powered! Sunbird‘s Nest in secure eco Estate

Camps Bay Family Beach home with great views.

Steenberg - Branch & Vine Cottages

Silwood Cottage 1

Constantia View Parisian Suite- two bed, one bath

Cosy country style cottage in Cape Town

Casa Barbarossa - Luxury Cottage Constantia
When is the best time to visit Wellington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $110 SGD | $114 SGD | $127 SGD | $122 SGD | $127 SGD | $129 SGD | $130 SGD | $130 SGD | $132 SGD | $74 SGD | $105 SGD | $104 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 |
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 400 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!
Destinations to explore
- Cape Town Holiday rentals
- Plettenberg Bay Holiday rentals
- Hermanus Holiday rentals
- Langebaan Holiday rentals
- Stellenbosch Holiday rentals
- Knysna Holiday rentals
- Franschhoek Holiday rentals
- Southern Suburbs Holiday rentals
- Mossel Bay Holiday rentals
- Betty's Bay Holiday rentals
- George Holiday rentals
- Breerivier Holiday rentals
- Rentals with pools Wellington
- Rentals with outdoor seating Wellington
- Rentals with breakfast Wellington
- Rentals with a firepit Wellington
- House rentals Wellington
- Flat rentals Wellington
- Family-friendly rentals Wellington
- Rentals with a patio Wellington
- Rentals with a fireplace Wellington
- Rentals with a washing machine and dryer Wellington
- Guest house rentals Cape Winelands District Municipality
- Guest house rentals Western Cape
- Guest house rentals South Africa
- Glencairn Beach
- Fish Hoek Beach
- Muizenberg Beach
- Big Bay Beach
- Boulders Beach
- Clifton 4th
- GrandWest Casino and Entertainment World
- Woodbridge Island Beach
- Green Point Park
- Hout Bay Beach
- Sandy Bay, Cape Town
- St James Beach
- Babylonstoren
- District Six Museum
- Two Oceans Aquarium
- Mojo Market
- Noordhoek Beach
- Durbanville Golf Club
- Jonkershoek Nature Reserve
- Waterkloof Wine Tasting Lounge
- Erinvale Estate Hotel and Spa
- Steenberg Tasting Room
- Idiom Restaurant & Idiom Wine Tasting Centre
- Newlands Forest




